Hydroxyl-Directed Stereoselective Diboration of Alkenes

An alkoxide-catalyzed directed diboration of alkenyl alcohols is described. This reaction occurs in a stereoselective fashion and is demonstrated with cyclic and acyclic homoallylic and bishomoallylic alcohol substrates. After oxidation, the reaction generates 1,2-diols such that the process represe...

Full description

Saved in:
Bibliographic Details
Published inJournal of the American Chemical Society Vol. 136; no. 26; pp. 9264 - 9267
Main Authors Blaisdell, Thomas P, Caya, Thomas C, Zhang, Liang, Sanz-Marco, Amparo, Morken, James P
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 02.07.2014
Amer Chemical Soc
Subjects
Alcohols - chemistry
Alkenes - chemistry
Boron Compounds - chemical synthesis
Boron Compounds - chemistry
Catalysis
Chemistry
Chemistry, Multidisciplinary
Communication
Hydroxyl Radical
Molecular Structure
Physical Sciences
Science & Technology
Stereoisomerism
ALCOHOLS
ORGANIC-SYNTHESIS
DIHYDROXYLATION
HYDROBORATION
F-RING
CATALYZED ENANTIOSELECTIVE DIBORATION
CONJUGATE ADDITIONS
SPONGISTATIN-1
INTRAMOLECULAR BIS-SILYLATION
SUBUNIT
Online AccessGet full text

Cover

Abstract An alkoxide-catalyzed directed diboration of alkenyl alcohols is described. This reaction occurs in a stereoselective fashion and is demonstrated with cyclic and acyclic homoallylic and bishomoallylic alcohol substrates. After oxidation, the reaction generates 1,2-diols such that the process represents a method for the stereoselective directed dihydroxylation of alkenes.
AbstractList An alkoxide-catalyzed directed diboration of alkenyl alcohols is described. This reaction occurs in a stereoselective fashion and is demonstrated with cyclic and acyclic homoallylic and bishomoallylic alcohol substrates. After oxidation, the reaction generates 1,2-diols such that the process represents a method for the stereoselective directed dihydroxylation of alkenes.
An alkoxide-catalyzed directed diboration of alkenyl alcohols is described. This reaction occurs in a stereoselective fashion and is demonstrated with cyclic and acyclic homoallylic and bishomoallylic alcohol substrates. After oxidation, the reaction generates 1,2-diols such that the process represents a method for the stereoselective directed dihydroxylation of alkenes.
Author Blaisdell, Thomas P
Zhang, Liang
Morken, James P
Sanz-Marco, Amparo
Caya, Thomas C
AuthorAffiliation Boston College
Department of Chemistry, Merkert Chemistry Center
AuthorAffiliation_xml – name: Department of Chemistry, Merkert Chemistry Center
– name: Boston College
Author_xml – sequence: 1
  givenname: Thomas P
  surname: Blaisdell
  fullname: Blaisdell, Thomas P
– sequence: 2
  givenname: Thomas C
  surname: Caya
  fullname: Caya, Thomas C
– sequence: 3
  givenname: Liang
  surname: Zhang
  fullname: Zhang, Liang
– sequence: 4
  givenname: Amparo
  surname: Sanz-Marco
  fullname: Sanz-Marco, Amparo
– sequence: 5
  givenname: James P
  surname: Morken
  fullname: Morken, James P
  email: morken@bc.edu
BackLink https://www.ncbi.nlm.nih.gov/pubmed/24941137$$D View this record in MEDLINE/PubMed
BookMark eNqNkE1LAzEQhoMoWqsH_4D04kFkdTLJ7mYvgtSPCoIH9bxk01lNXZOSbNX-e7dWi4IHT8mQ530nPNts3XlHjO1xOOaA_GSiU5CIarrGejxFSFKO2TrrAQAmucrEFtuOcdKNEhXfZFsoC8m5yHssH83Hwb_Pm-TcBjItjQd3LQXykZputK80OLeVD7q13g18PThrnslR3GEbtW4i7X6dffZweXE_HCU3t1fXw7ObREtI20SJQqRQGa4UFLWqgCBHyA0SigqMNCizDI0EUac41pmUOaY8VUorVWmhRJ-dLnuns-qFxoZcG3RTToN90WFeem3L3y_OPpWP_rWUUHDMFwWHywITfIyB6lWWQ7mwV67sdez-z2Ur8ltXBxwtgTeqfB2NJWdohXV-hVBZgXl3g8Vq9X96aNtPx0M_c20XPVhGtYnlxM-C6yT_8eMPz3iYaA
CitedBy_id crossref_primary_10_1039_C4OB02478H
crossref_primary_10_1038_s41467_017_00363_4
crossref_primary_10_1055_s_0043_1774906
crossref_primary_10_1002_anie_201904861
crossref_primary_10_1002_ejoc_201601144
crossref_primary_10_1002_adsc_201601437
crossref_primary_10_1039_D1CC05123G
crossref_primary_10_1002_adsc_202001610
crossref_primary_10_1002_anie_202100810
crossref_primary_10_1039_C4CC07658C
crossref_primary_10_1039_D2SC05789A
crossref_primary_10_1039_D4OB00742E
crossref_primary_10_1021_jacs_5b05477
crossref_primary_10_1002_ange_201914864
crossref_primary_10_1002_ange_202010135
crossref_primary_10_1002_ange_202205454
crossref_primary_10_1002_anie_201603465
crossref_primary_10_1002_anie_201701963
crossref_primary_10_1021_acscatal_2c01190
crossref_primary_10_1002_anie_201511255
crossref_primary_10_1039_D0CC04776G
crossref_primary_10_1039_D0NJ06094A
crossref_primary_10_1002_cjoc_202100701
crossref_primary_10_1039_C6CS00692B
crossref_primary_10_1039_C5QO00243E
crossref_primary_10_1038_nature23265
crossref_primary_10_1021_jacs_9b07564
crossref_primary_10_1002_ange_201608406
crossref_primary_10_1021_acs_orglett_5b00305
crossref_primary_10_1039_C5CC09817C
crossref_primary_10_1021_jacs_2c08742
crossref_primary_10_1002_ange_201808216
crossref_primary_10_1002_chem_201600392
crossref_primary_10_1021_acscatal_7b01123
crossref_primary_10_1248_yakushi_16_00171
crossref_primary_10_1039_C8SC00008E
crossref_primary_10_1021_ja507468u
crossref_primary_10_1002_ange_201904861
crossref_primary_10_3390_molecules24010101
crossref_primary_10_1002_cjoc_201800319
crossref_primary_10_1515_pac_2014_0934
crossref_primary_10_1021_acs_jnatprod_7b00300
crossref_primary_10_1002_anie_201608406
crossref_primary_10_1039_D0OB01721C
crossref_primary_10_1039_C6QO00009F
crossref_primary_10_1021_jacs_3c01571
crossref_primary_10_1002_ange_201701963
crossref_primary_10_1016_j_scib_2019_09_015
crossref_primary_10_1002_anie_202010135
crossref_primary_10_1021_jacs_5b13174
crossref_primary_10_1038_s41929_018_0147_9
crossref_primary_10_1039_C7GC01161J
crossref_primary_10_1039_C9QO00322C
crossref_primary_10_1021_acs_joc_5b02260
crossref_primary_10_1002_chem_202200480
crossref_primary_10_1021_jacs_5b00546
crossref_primary_10_1002_ange_201511917
crossref_primary_10_1021_jacs_7b04256
crossref_primary_10_1021_acs_orglett_1c00353
crossref_primary_10_1016_j_tet_2015_04_011
crossref_primary_10_1021_acs_orglett_1c01967
crossref_primary_10_1021_jacs_0c04558
crossref_primary_10_1007_s11426_018_9344_4
crossref_primary_10_1016_j_tetlet_2016_01_049
crossref_primary_10_1021_acs_orglett_9b00921
crossref_primary_10_1002_ange_201603465
crossref_primary_10_1039_D0OB01323D
crossref_primary_10_1002_anie_201808216
crossref_primary_10_1002_ange_202101445
crossref_primary_10_1021_acs_chemrev_6b00193
crossref_primary_10_1002_anie_201914864
crossref_primary_10_1002_anie_201912564
crossref_primary_10_1002_anie_201700946
crossref_primary_10_1039_C6OB01925K
crossref_primary_10_1039_C6SC05338F
crossref_primary_10_1002_ajoc_201900176
crossref_primary_10_1002_ange_201511255
crossref_primary_10_1002_anie_202205454
crossref_primary_10_1021_acs_orglett_9b01481
crossref_primary_10_1021_jacs_1c05690
crossref_primary_10_1016_j_chempr_2017_05_008
crossref_primary_10_1021_acscatal_8b03591
crossref_primary_10_1016_j_tet_2018_11_009
crossref_primary_10_1039_C5CC04944J
crossref_primary_10_1039_D2SC01907H
crossref_primary_10_1002_anie_202101445
crossref_primary_10_1021_jacs_5b06745
crossref_primary_10_1021_acs_joc_5b02564
crossref_primary_10_1002_ange_201912564
crossref_primary_10_1002_anie_201511917
crossref_primary_10_1039_C4CC08743G
crossref_primary_10_1021_jacs_7b06212
crossref_primary_10_1039_C7SC04759B
crossref_primary_10_1002_chin_201504068
crossref_primary_10_1002_ange_201700946
crossref_primary_10_1016_j_tet_2017_05_068
crossref_primary_10_1002_asia_202300911
crossref_primary_10_1002_chem_201603979
crossref_primary_10_1021_acscatal_5b00387
crossref_primary_10_1021_acs_orglett_3c03626
crossref_primary_10_1039_D2CC04382C
crossref_primary_10_1021_acscatal_2c02857
crossref_primary_10_1002_ange_202100810
crossref_primary_10_1039_D3OB00533J
Cites_doi 10.1021/ja302929d
10.1021/ja2046167
10.1038/nature12781
10.1021/ja710492q
10.1021/cs300320u
10.1021/ol801792k
10.1021/ja9047762
10.1002/anie.201305181
10.1021/ja0262683
10.1002/anie.201001198
10.1021/ol402604s
10.1002/anie.201006139
10.1021/ja9089928
10.1021/ol802781c
10.1039/c2ob26079d
10.1039/b707779c
10.1021/ja5036754
10.1021/jo051651m
10.1021/ol060812l
10.1039/c3sc22186e
10.1021/ja065588+
10.1002/anie.200502008
10.1002/chem.201102209
10.1002/anie.201101941
10.1021/ja035851w
10.1021/ja030317+
10.1039/b303081d
10.1039/c2sc21325g
10.1021/ja902889s
10.1039/c2ob26899j
10.1021/ja4041016
10.1002/1521-3773(20010105)40:1<196::AID-ANIE196>3.0.CO;2-T
10.1039/a700878c
10.1021/ja973095m
10.1002/anie.199513361
10.1021/ja00279a097
10.1055/s-2002-32947
10.1021/ja00068a003
10.1021/ja00010a083
10.1021/jo00058a004
10.1016/S0040-4039(96)02370-2
10.1021/ja00010a049
10.1016/0022-328X(95)00316-I
10.1246/cl.2000.982
10.1021/cr00020a002
ContentType Journal Article
Copyright Copyright © 2014 American Chemical Society
Copyright © 2014 American Chemical Society 2014 American Chemical Society
Copyright_xml – notice: Copyright © 2014 American Chemical Society
– notice: Copyright © 2014 American Chemical Society 2014 American Chemical Society
DBID N~.
1KM
1KN
BLEPL
DTL
GNMZZ
CGR
CUY
CVF
ECM
EIF
NPM
AAYXX
CITATION
5PM
DOI 10.1021/ja504228p
DatabaseName American Chemical Society (ACS) Open Access
Index Chemicus
Current Chemical Reactions
Web of Science Core Collection
Science Citation Index Expanded
Web of Science - Science Citation Index Expanded - 2014
Medline
MEDLINE
MEDLINE (Ovid)
MEDLINE
MEDLINE
PubMed
CrossRef
PubMed Central (Full Participant titles)
DatabaseTitle Web of Science
MEDLINE
Medline Complete
MEDLINE with Full Text
PubMed
MEDLINE (Ovid)
CrossRef
DatabaseTitleList MEDLINE

Web of Science
Database_xml – sequence: 1
  dbid: N~.
  name: American Chemical Society (ACS) Open Access
  url: https://pubs.acs.org
  sourceTypes: Publisher
– sequence: 2
  dbid: NPM
  name: PubMed
  url: https://proxy.k.utb.cz/login?url=http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed
  sourceTypes: Index Database
– sequence: 3
  dbid: 1KN
  name: Current Chemical Reactions
  url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.CCR
  sourceTypes:
    Enrichment Source
    Index Database
DeliveryMethod fulltext_linktorsrc
Discipline Chemistry
EISSN 1520-5126
EndPage 9267
ExternalDocumentID 10_1021_ja504228p
24941137
000338692700008
c982568078
Genre Journal Article
Research Support, N.I.H., Extramural
GrantInformation_xml – fundername: NIH; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA
  grantid: GM-59417
– fundername: NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA; NIH National Institute of General Medical Sciences (NIGMS)
  grantid: R01GM059417
– fundername: NIGMS NIH HHS
  grantid: GM-59417
– fundername: NIGMS NIH HHS
  grantid: R01 GM059417
GroupedDBID -
.K2
02
4.4
53G
55A
5GY
5RE
5VS
7~N
85S
AABXI
ABFLS
ABMVS
ABPPZ
ABPTK
ABUCX
ABUFD
ACGFS
ACJ
ACNCT
ACS
AEESW
AENEX
AETEA
AFEFF
ALMA_UNASSIGNED_HOLDINGS
AQSVZ
BAANH
BKOMP
CS3
DU5
DZ
EBS
ED
ED~
EJD
ET
F5P
GNL
IH9
JG
JG~
K2
LG6
N~.
P2P
ROL
RXW
TAE
TAF
TN5
UHB
UI2
UKR
UPT
VF5
VG9
VQA
W1F
WH7
X
XFK
YZZ
ZHY
---
-DZ
-ET
-~X
.DC
1KM
1KN
AAHBH
ABJNI
ABQRX
ACBEA
ACGFO
ADHLV
AGXLV
AHGAQ
BLEPL
CUPRZ
DTL
GGK
GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED
IH2
XSW
YQT
ZCA
~02
ADOJD
CGR
CUY
CVF
ECM
EIF
NPM
AAYXX
CITATION
5PM
ID FETCH-LOGICAL-a405t-839350bc18809f8b0e07207c2e23b0c4c24662c403f52da6447251588a88ba383
IEDL.DBID N~.
ISICitedReferencesCount 93
ISICitedReferencesURI https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000338692700008
ISSN 0002-7863
IngestDate Tue Sep 17 21:23:03 EDT 2024
Thu Sep 26 16:05:53 EDT 2024
Sat Nov 02 12:29:12 EDT 2024
Fri Nov 08 20:02:31 EST 2024
Wed Sep 18 06:07:50 EDT 2024
Thu Aug 27 13:42:32 EDT 2020
IsDoiOpenAccess true
IsOpenAccess true
IsPeerReviewed true
IsScholarly true
Issue 26
Keywords ALCOHOLS
ORGANIC-SYNTHESIS
DIHYDROXYLATION
HYDROBORATION
F-RING
CATALYZED ENANTIOSELECTIVE DIBORATION
CONJUGATE ADDITIONS
SPONGISTATIN-1
INTRAMOLECULAR BIS-SILYLATION
SUBUNIT
Language English
License http://pubs.acs.org/page/policy/authorchoice_termsofuse.html
Terms of Use
LinkModel DirectLink
LogoURL https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg
MergedId FETCHMERGED-LOGICAL-a405t-839350bc18809f8b0e07207c2e23b0c4c24662c403f52da6447251588a88ba383
Notes NIH RePORTER
ORCID 0000-0002-1729-598X
OpenAccessLink http://dx.doi.org/10.1021/ja504228p
PMID 24941137
PageCount 4
ParticipantIDs pubmedcentral_primary_oai_pubmedcentral_nih_gov_4091278
webofscience_primary_000338692700008
pubmed_primary_24941137
acs_journals_10_1021_ja504228p
webofscience_primary_000338692700008CitationCount
crossref_primary_10_1021_ja504228p
ProviderPackageCode JG~
55A
AABXI
GNL
VF5
7~N
ACJ
VG9
W1F
ACS
AEESW
AFEFF
.K2
ABMVS
ABUCX
IH9
BAANH
AQSVZ
ED~
N~.
UI2
PublicationCentury 2000
PublicationDate 2014-07-02
PublicationDateYYYYMMDD 2014-07-02
PublicationDate_xml – month: 07
  year: 2014
  text: 2014-07-02
  day: 02
PublicationDecade 2010
PublicationPlace WASHINGTON
PublicationPlace_xml – name: WASHINGTON
– name: United States
PublicationTitle Journal of the American Chemical Society
PublicationTitleAbbrev J AM CHEM SOC
PublicationTitleAlternate J. Am. Chem. Soc
PublicationYear 2014
Publisher American Chemical Society
Amer Chemical Soc
Publisher_xml – name: American Chemical Society
– name: Amer Chemical Soc
References Smith, AB (WOS:000295241400058) 2011; 133
MURAKAMI, M (WOS:A1991FL17700049) 1991; 113
Mlynarski, SN (WOS:000329621800039) 2014; 505
Takaya, J (WOS:000308577300019) 2012; 2
Toribatake, K (WOS:000328812600012) 2013; 52
SUGINOME, M (WOS:A1995RR62400037) 1995; 499
Smith, SM (WOS:000254173600015) 2008; 130
Wu, H (WOS:000304027100044) 2012; 134
Donohoe, TJ (WOS:000177216500003) 2002
Suginome, M (WOS:A1997WD98800015) 1997; 38
Ishiyama, T (WOS:A1997WT30200020) 1997
Ball, M (WOS:000231639400005) 2005; 44
TAMAO, K (WOS:A1986E058400097) 1986; 108
Coombs, JR (WOS:000322752900054) 2013; 135
Lee, KS (WOS:000266484900023) 2009; 131
Trudeau, S (WOS:000233209400053) 2005; 70
Ohmura, T (WOS:000241157600025) 2006; 128
Pubill-Ulldemolins, C (WOS:000311755100018) 2012; 10
EVANS, DA (WOS:A1991FL17700083) 1991; 113
Wang, G (WOS:000263776200005) 2009; 11
Takahashi, K (WOS:000089694800003) 2000
MURAKAMI, M (WOS:A1993LT67300003) 1993; 115
Allais, F (WOS:000239655500009) 2006; 8
Donohoe, TJ (WOS:000183433000024) 2003; 1
Nagashima, Y (WOS:000337720200012) 2014; 136
TAMAO, K (WOS:A1988N634100085) 1988; 110
Lee, Y (WOS:000273615800022) 2009; 131
Heathcock, CH (WOS:000185990300045) 2003; 125
Bonet, A (WOS:000293767000041) 2011; 50
Burks, HE (WOS:000250931100009) 2007
BAKER, RT (WOS:A1995RK90000013) 1995; 34
Suginome, M (WOS:000339895000005) 2011
Bonet, A (WOS:000280432100017) 2010; 49
Crimmins, MT (WOS:000175648500028) 2002; 124
Smith, AB (WOS:000259557700052) 2008; 10
Smith, AB (WOS:000166361100021) 2001; 40
HOVEYDA, AH (WOS:A1993LJ04700002) 1993; 93
Reznik, SK (WOS:000315597900012) 2013; 4
PETTIT, GR (WOS:A1993KT16600004) 1993; 58
Kliman, LT (WOS:000270186500014) 2009; 131
Rousseau, G (WOS:000288037600006) 2011; 50
Donohoe, T. J. (000338692700008.10) 2012; 76
Pubill-Ulldemolins, C (WOS:000299075600016) 2012; 18
Morgan, JB (WOS:000184243000005) 2003; 125
Bonet, A (WOS:000307013600001) 2012; 10
Tanis, PS (WOS:000326615100018) 2013; 15
Reznik, SK (WOS:000311068100031) 2012; 3
Leighton, JL (WOS:000071146000071) 1997; 119
Lee K.-S. (ref8/cit8a) 2009; 131
Bonet A. (ref11/cit11b) 2012; 10
Smith A. B. (ref14/cit14b) 2001; 40
Takahashi K. (ref10/cit10) 2000
Smith A. B. (ref14/cit14f) 2008; 10
ref1/cit1d
Kliman L. T. (ref2/cit2c) 2009; 131
Evans D. A. (ref6/cit6g) 1991; 113
Crimmins M. T. (ref14/cit14c) 2002; 124
Reznik S. K. (ref14/cit14i) 2013; 4
Donohoe T. J. (ref7/cit7a) 2003; 1
Takaya J. (ref1/cit1e) 2012; 2
Lee Y. (ref3/cit3b) 2009; 131
Pubill-Ulldemolins C. (ref9/cit9c) 2012; 10
Bonet A. (ref9/cit9a) 2010; 49
Bonet A. (ref11/cit11a) 2011; 50
Rousseau G. (ref4/cit4b) 2011; 50
Suginome M. (ref6/cit6d) 1997; 38
Mlynarski S. N. (ref13/cit13) 2014; 505
Tanis P. S. (ref14/cit14j) 2013; 15
Trudeau S. (ref2/cit2b) 2005; 70
Suginome M. (ref6/cit6c) 1995; 499
Wang G. (ref6/cit6i) 2009; 11
Toribatake K. (ref3/cit3a) 2013; 52
Ball M. (ref14/cit14e) 2005; 44
Tamao K. (ref6/cit6e) 1986; 108
Smith A. B. (ref14/cit14g) 2011; 133
Pubill-Ulldemolins C. (ref9/cit9b) 2012; 18
Donohoe T. J. (ref7/cit7c) 2012; 76
Wu H. (ref8/cit8b) 2012; 134
Ishiyama T. (ref1/cit1b) 1997
Smith S. M. (ref6/cit6h) 2008; 130
Burks H. E. (ref1/cit1c) 2007
Hoveyda A. H. (ref4/cit4a) 1993; 93
Murakami M. (ref6/cit6b) 1993; 115
Baker T. R. (ref1/cit1a) 1995; 34
Ohmura T. (ref6/cit6j) 2006; 128
Donohoe T. J. (ref7/cit7b) 2002
Reznik S. K. (ref14/cit14h) 2012; 3
Murakami M. (ref6/cit6a) 1991; 113
Tamao K. (ref6/cit6f) 1988; 110
Leighton J. L. (ref6/cit6k) 1997; 119
Pettit G. R. (ref14/cit14a) 1993; 58
Coombs J. R. (ref2/cit2d) 2013; 135
Nagashima Y. (ref5/cit5) 2014; 136
Allais F. (ref15/cit15) 2006; 8
Morgan J. B. (ref2/cit2a) 2003; 125
Heathcock C. H. (ref14/cit14d) 2003; 125
References_xml – volume: 113
  start-page: 4042
  year: 1991
  ident: WOS:A1991FL17700083
  article-title: AMIDE-DIRECTED, IRIDIUM-CATALYZED HYDROBORATION OF OLEFINS - DOCUMENTATION OF REGIOCHEMICAL AND STEREOCHEMICAL CONTROL IN CYCLIC AND ACYCLIC SYSTEMS
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: EVANS, DA
– volume: 134
  start-page: 8277
  year: 2012
  ident: WOS:000304027100044
  article-title: Metal-Free Catalytic Enantioselective C-B Bond Formation: (Pinacolato)boron Conjugate Additions to alpha,beta-Unsaturated Ketones, Esters, Weinreb Amides, and Aldehydes Promoted by Chiral N-Heterocyclic Carbenes
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja302929d
  contributor:
    fullname: Wu, H
– volume: 133
  start-page: 14042
  year: 2011
  ident: WOS:000295241400058
  article-title: Design, Synthesis, and Biological Evaluation of Diminutive Forms of (+)-Spongistatin 1: Lessons Learned
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja2046167
  contributor:
    fullname: Smith, AB
– volume: 505
  start-page: 386
  year: 2014
  ident: WOS:000329621800039
  article-title: Asymmetric synthesis from terminal alkenes by cascades of diboration and cross-coupling
  publication-title: NATURE
  doi: 10.1038/nature12781
  contributor:
    fullname: Mlynarski, SN
– volume: 130
  start-page: 3734
  year: 2008
  ident: WOS:000254173600015
  article-title: Efficient amide-directed catalytic asymmetric hydroboration
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja710492q
  contributor:
    fullname: Smith, SM
– volume: 2
  start-page: 1993
  year: 2012
  ident: WOS:000308577300019
  article-title: Catalytic, Direct Synthesis of Bis(boronate) Compounds
  publication-title: ACS CATALYSIS
  doi: 10.1021/cs300320u
  contributor:
    fullname: Takaya, J
– volume: 10
  start-page: 4359
  year: 2008
  ident: WOS:000259557700052
  article-title: Gram-scale synthesis of (+)-spongistatin 1: Development of an improved, scalable synthesis of the F-ring subunit, fragment union, and final elaboration
  publication-title: ORGANIC LETTERS
  doi: 10.1021/ol801792k
  contributor:
    fullname: Smith, AB
– volume: 76
  start-page: 1
  year: 2012
  ident: 000338692700008.10
  publication-title: Organic Reactions
  contributor:
    fullname: Donohoe, T. J.
– volume: 38
  start-page: 555
  year: 1997
  ident: WOS:A1997WD98800015
  article-title: Optically active isonitrile ligand for palladium-catalyzed enantioselective bis-silylation of carbon-carbon double bonds
  publication-title: TETRAHEDRON LETTERS
  contributor:
    fullname: Suginome, M
– start-page: 982
  year: 2000
  ident: WOS:000089694800003
  article-title: Addition and coupling reactions of bis(pinacolato)diboron mediated by CuCl in the presence of potassium acetate
  publication-title: CHEMISTRY LETTERS
  contributor:
    fullname: Takahashi, K
– volume: 131
  start-page: 13210
  year: 2009
  ident: WOS:000270186500014
  article-title: Pt-Catalyzed Enantioselective Diboration of Terminal Alkenes with B-2(pin)(2)
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja9047762
  contributor:
    fullname: Kliman, LT
– volume: 52
  start-page: 11011
  year: 2013
  ident: WOS:000328812600012
  article-title: Asymmetric Diboration of Terminal Alkenes with a Rhodium Catalyst and Subsequent Oxidation: Enantioselective Synthesis of Optically Active 1,2-Diols
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.201305181
  contributor:
    fullname: Toribatake, K
– volume: 124
  start-page: 5661
  year: 2002
  ident: WOS:000175648500028
  article-title: Asymmetric total synthesis of spongistatins 1 and 2
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja0262683
  contributor:
    fullname: Crimmins, MT
– volume: 110
  start-page: 3712
  year: 1988
  ident: WOS:A1988N634100085
  article-title: SILAFUNCTIONAL COMPOUNDS IN ORGANIC-SYNTHESIS .39. INTRAMOLECULAR HYDROSILATION OF ALPHA-HYDROXY ENOL ETHERS - A NEW HIGHLY STEREOSELECTIVE ROUTE TO POLYHYDROXYLATED MOLECULES
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: TAMAO, K
– start-page: 171
  year: 2011
  ident: WOS:000339895000005
  article-title: Transition Metal-Catalyzed Element-Boryl Additions to Unsaturated Organic Compounds
  publication-title: BORONIC ACIDS, VOL 2: PREPARATION AND APPLICATIONS IN ORGANIC SYNTHESIS, MEDICINE AND MATERIALS, 2ND EDITION
  contributor:
    fullname: Suginome, M
– volume: 49
  start-page: 5130
  year: 2010
  ident: WOS:000280432100017
  article-title: Metal-Free Catalytic Boration at the beta-Position of alpha,beta-Unsaturated Compounds: A Challenging Asymmetric Induction
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.201001198
  contributor:
    fullname: Bonet, A
– volume: 15
  start-page: 5464
  year: 2013
  ident: WOS:000326615100018
  article-title: Exploiting Pseudo C-2-Symmetry for an Efficient Synthesis of the F-Ring of the Spongistatins
  publication-title: ORGANIC LETTERS
  doi: 10.1021/ol402604s
  contributor:
    fullname: Tanis, PS
– volume: 108
  start-page: 6090
  year: 1986
  ident: WOS:A1986E058400097
  article-title: SILAFUNCTIONAL COMPOUNDS IN ORGANIC-SYNTHESIS .31. STEREOCONTROL IN INTRAMOLECULAR HYDROSILATION OF ALLYL AND HOMOALLYL ALCOHOLS - A NEW APPROACH TO THE STEREOSELECTIVE SYNTHESIS OF 1,3-DIOL SKELETONS
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: TAMAO, K
– volume: 50
  start-page: 2450
  year: 2011
  ident: WOS:000288037600006
  article-title: Removable Directing Groups in Organic Synthesis and Catalysis
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.201006139
  contributor:
    fullname: Rousseau, G
– volume: 131
  start-page: 18234
  year: 2009
  ident: WOS:000273615800022
  article-title: Vicinal Diboronates in High Enantiomeric Purity through Tandem Site-Selective NHC-Cu-Catalyzed Boron-Copper Additions to Terminal Alkynes
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja9089928
  contributor:
    fullname: Lee, Y
– volume: 499
  start-page: C1
  year: 1995
  ident: WOS:A1995RR62400037
  article-title: PALLADIUM-TERT-ALKYL ISOCYANIDE CATALYZED INTRAMOLECULAR BIS-SILYLATION OF VICINALLY DISUBSTITUTED ALKENES
  publication-title: JOURNAL OF ORGANOMETALLIC CHEMISTRY
  contributor:
    fullname: SUGINOME, M
– volume: 11
  start-page: 1059
  year: 2009
  ident: WOS:000263776200005
  article-title: Stereocontrol in N-Directed Hydroboration: Synthesis of Amino Alcohols Related to the Piperidine Alkaloids
  publication-title: ORGANIC LETTERS
  doi: 10.1021/ol802781c
  contributor:
    fullname: Wang, G
– volume: 10
  start-page: 6621
  year: 2012
  ident: WOS:000307013600001
  article-title: Asymmetric organocatalytic diboration of alkenes
  publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY
  doi: 10.1039/c2ob26079d
  contributor:
    fullname: Bonet, A
– start-page: 4717
  year: 2007
  ident: WOS:000250931100009
  article-title: Catalytic enantioselective diboration, disilation and silaboration: new opportunities for asymmetric synthesis
  publication-title: CHEMICAL COMMUNICATIONS
  doi: 10.1039/b707779c
  contributor:
    fullname: Burks, HE
– volume: 136
  start-page: 8532
  year: 2014
  ident: WOS:000337720200012
  article-title: Trans-Diborylation of Alkynes: Pseudo-Intramolecular Strategy Utilizing a Propargylic Alcohol Unit
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja5036754
  contributor:
    fullname: Nagashima, Y
– volume: 115
  start-page: 6487
  year: 1993
  ident: WOS:A1993LT67300003
  article-title: STEREOSELECTIVE INTRAMOLECULAR BIS-SILYLATION OF ALKENES PROMOTED BY A PALLADIUM ISOCYANIDE CATALYST LEADING TO POLYOL SYNTHESIS
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: MURAKAMI, M
– volume: 119
  start-page: 12416
  year: 1997
  ident: WOS:000071146000071
  article-title: Rhodium-catalyzed intramolecular silylformylation of alkenes
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: Leighton, JL
– volume: 34
  start-page: 1336
  year: 1995
  ident: WOS:A1995RK90000013
  article-title: TRANSITION-METAL-CATALYZED DIBORATION OF VINYLARENES
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH
  contributor:
    fullname: BAKER, RT
– volume: 70
  start-page: 9538
  year: 2005
  ident: WOS:000233209400053
  article-title: Rh-catalyzed enantioselective diboration of simple alkenes: Reaction development and substrate scope
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  doi: 10.1021/jo051651m
  contributor:
    fullname: Trudeau, S
– volume: 113
  start-page: 3987
  year: 1991
  ident: WOS:A1991FL17700049
  article-title: INTRAMOLECULAR BIS-SILYLATION OF CARBON-CARBON DOUBLE BONDS LEADING TO STEREOSELECTIVE SYNTHESIS OF 1,2,4-TRIOLS
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: MURAKAMI, M
– volume: 8
  start-page: 3655
  year: 2006
  ident: WOS:000239655500009
  article-title: Enantio- and diastereoselective allylmetalations: An easy and efficient access to the AB spiroketal of spongistatin
  publication-title: ORGANIC LETTERS
  doi: 10.1021/ol060812l
  contributor:
    fullname: Allais, F
– volume: 4
  start-page: 1497
  year: 2013
  ident: WOS:000315597900012
  article-title: Toward a more step-economical and scalable synthesis of spongistatin 1 to facilitate cancer drug development efforts
  publication-title: CHEMICAL SCIENCE
  doi: 10.1039/c3sc22186e
  contributor:
    fullname: Reznik, SK
– volume: 128
  start-page: 13366
  year: 2006
  ident: WOS:000241157600025
  article-title: Ligand-controlled, complementary stereoselectivity in the platinum-catalyzed intramolecular silaboration of alkenes
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja065588+
  contributor:
    fullname: Ohmura, T
– start-page: 1223
  year: 2002
  ident: WOS:000177216500003
  article-title: Development of the directed dihydroxylation reaction
  publication-title: SYNLETT
  contributor:
    fullname: Donohoe, TJ
– start-page: 689
  year: 1997
  ident: WOS:A1997WT30200020
  article-title: Diboration of alkenes with bis(pinacolato)diboron catalysed by a platinum(0) complex
  publication-title: CHEMICAL COMMUNICATIONS
  contributor:
    fullname: Ishiyama, T
– volume: 44
  start-page: 5433
  year: 2005
  ident: WOS:000231639400005
  article-title: Total synthesis of spongistatin 1: A synthetic strategy exploiting its latent pseudo-symmetry
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.200502008
  contributor:
    fullname: Ball, M
– volume: 18
  start-page: 1121
  year: 2012
  ident: WOS:000299075600016
  article-title: Activation of Diboron Reagents with Bronsted Bases and Alcohols: An Experimental and Theoretical Perspective of the Organocatalytic Boron Conjugate Addition Reaction
  publication-title: CHEMISTRY-A EUROPEAN JOURNAL
  doi: 10.1002/chem.201102209
  contributor:
    fullname: Pubill-Ulldemolins, C
– volume: 50
  start-page: 7158
  year: 2011
  ident: WOS:000293767000041
  article-title: Transition-Metal-Free Diboration Reaction by Activation of Diboron Compounds with Simple Lewis Bases
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.201101941
  contributor:
    fullname: Bonet, A
– volume: 125
  start-page: 8702
  year: 2003
  ident: WOS:000184243000005
  article-title: Rhodium-catalyzed enantioselective diboration of simple alkenes
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja035851w
  contributor:
    fullname: Morgan, JB
– volume: 125
  start-page: 12844
  year: 2003
  ident: WOS:000185990300045
  article-title: Multigram synthesis of the C29-C51 subunit and completion of the total synthesis of altohyrtin C (spongistatin 2)
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja030317+
  contributor:
    fullname: Heathcock, CH
– volume: 1
  start-page: 2173
  year: 2003
  ident: WOS:000183433000024
  article-title: Scope of the directed dihydroxylation: application to cyclic homoallylic alcohols and trihaloacetamides
  publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY
  doi: 10.1039/b303081d
  contributor:
    fullname: Donohoe, TJ
– volume: 93
  start-page: 1307
  year: 1993
  ident: WOS:A1993LJ04700002
  article-title: SUBSTRATE-DIRECTABLE CHEMICAL-REACTIONS
  publication-title: CHEMICAL REVIEWS
  contributor:
    fullname: HOVEYDA, AH
– volume: 3
  start-page: 3326
  year: 2012
  ident: WOS:000311068100031
  article-title: Complex fragment coupling by crotylation: a powerful tool for polyketide natural product synthesis
  publication-title: CHEMICAL SCIENCE
  doi: 10.1039/c2sc21325g
  contributor:
    fullname: Reznik, SK
– volume: 40
  start-page: 196
  year: 2001
  ident: WOS:000166361100021
  article-title: The spongistatins: Architecturally complex natural products - Part two: Synthesis of the C(29-51) subunit, fragment assembly, and final elaboration to (+)-spongistatin 2
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  contributor:
    fullname: Smith, AB
– volume: 58
  start-page: 1302
  year: 1993
  ident: WOS:A1993KT16600004
  article-title: ANTINEOPLASTIC AGENTS .257. ISOLATION AND STRUCTURE OF SPONGISTATIN-1
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: PETTIT, GR
– volume: 131
  start-page: 7253
  year: 2009
  ident: WOS:000266484900023
  article-title: Efficient C-B Bond Formation Promoted by N-Heterocyclic Carbenes: Synthesis of Tertiary and Quaternary B-Substituted Carbons through Metal-Free Catalytic Boron Conjugate Additions to Cyclic and Acyclic alpha,beta-Unsaturated Carbonyls
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja902889s
  contributor:
    fullname: Lee, KS
– volume: 10
  start-page: 9677
  year: 2012
  ident: WOS:000311755100018
  article-title: Essential role of phosphines in organocatalytic beta-boration reaction
  publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY
  doi: 10.1039/c2ob26899j
  contributor:
    fullname: Pubill-Ulldemolins, C
– volume: 135
  start-page: 11222
  year: 2013
  ident: WOS:000322752900054
  article-title: Scope and Mechanism of the Pt-Catalyzed Enantioselective Diboration of Monosubstituted Alkenes
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja4041016
  contributor:
    fullname: Coombs, JR
– volume: 40
  start-page: 196
  year: 2001
  ident: ref14/cit14b
  publication-title: Angew. Chem., Int. Ed.
  doi: 10.1002/1521-3773(20010105)40:1<196::AID-ANIE196>3.0.CO;2-T
  contributor:
    fullname: Smith A. B.
– start-page: 689
  year: 1997
  ident: ref1/cit1b
  publication-title: Chem. Commun.
  doi: 10.1039/a700878c
  contributor:
    fullname: Ishiyama T.
– volume: 52
  start-page: 11011
  year: 2013
  ident: ref3/cit3a
  publication-title: Angew. Chem., Int. Ed.
  doi: 10.1002/anie.201305181
  contributor:
    fullname: Toribatake K.
– start-page: 4717
  year: 2007
  ident: ref1/cit1c
  publication-title: Chem. Commun.
  doi: 10.1039/b707779c
  contributor:
    fullname: Burks H. E.
– volume: 70
  start-page: 9538
  year: 2005
  ident: ref2/cit2b
  publication-title: J. Org. Chem.
  doi: 10.1021/jo051651m
  contributor:
    fullname: Trudeau S.
– volume: 131
  start-page: 18234
  year: 2009
  ident: ref3/cit3b
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja9089928
  contributor:
    fullname: Lee Y.
– volume: 131
  start-page: 7253
  year: 2009
  ident: ref8/cit8a
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja902889s
  contributor:
    fullname: Lee K.-S.
– volume: 44
  start-page: 5433
  year: 2005
  ident: ref14/cit14e
  publication-title: Angew. Chem., Int. Ed.
  doi: 10.1002/anie.200502008
  contributor:
    fullname: Ball M.
– volume: 119
  start-page: 12416
  year: 1997
  ident: ref6/cit6k
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja973095m
  contributor:
    fullname: Leighton J. L.
– volume: 49
  start-page: 5130
  year: 2010
  ident: ref9/cit9a
  publication-title: Angew. Chem., Int. Ed.
  doi: 10.1002/anie.201001198
  contributor:
    fullname: Bonet A.
– volume: 10
  start-page: 4359
  year: 2008
  ident: ref14/cit14f
  publication-title: Org. Lett.
  doi: 10.1021/ol801792k
  contributor:
    fullname: Smith A. B.
– volume: 130
  start-page: 3734
  year: 2008
  ident: ref6/cit6h
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja710492q
  contributor:
    fullname: Smith S. M.
– volume: 34
  start-page: 1336
  year: 1995
  ident: ref1/cit1a
  publication-title: Angew. Chem., Int. Ed.
  doi: 10.1002/anie.199513361
  contributor:
    fullname: Baker T. R.
– volume: 110
  start-page: 8712
  year: 1988
  ident: ref6/cit6f
  publication-title: J. Am. Chem. Soc.
  contributor:
    fullname: Tamao K.
– volume: 108
  start-page: 6090
  year: 1986
  ident: ref6/cit6e
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja00279a097
  contributor:
    fullname: Tamao K.
– start-page: 1223
  year: 2002
  ident: ref7/cit7b
  publication-title: Synlett
  doi: 10.1055/s-2002-32947
  contributor:
    fullname: Donohoe T. J.
– volume: 18
  start-page: 1121
  year: 2012
  ident: ref9/cit9b
  publication-title: Chem.—Eur. J.
  doi: 10.1002/chem.201102209
  contributor:
    fullname: Pubill-Ulldemolins C.
– volume: 115
  start-page: 6487
  year: 1993
  ident: ref6/cit6b
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja00068a003
  contributor:
    fullname: Murakami M.
– volume: 113
  start-page: 4042
  year: 1991
  ident: ref6/cit6g
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja00010a083
  contributor:
    fullname: Evans D. A.
– volume: 128
  start-page: 13366
  year: 2006
  ident: ref6/cit6j
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja065588+
  contributor:
    fullname: Ohmura T.
– volume: 58
  start-page: 1302
  year: 1993
  ident: ref14/cit14a
  publication-title: J. Org. Chem.
  doi: 10.1021/jo00058a004
  contributor:
    fullname: Pettit G. R.
– volume: 38
  start-page: 555
  year: 1997
  ident: ref6/cit6d
  publication-title: Tetrahedron Lett.
  doi: 10.1016/S0040-4039(96)02370-2
  contributor:
    fullname: Suginome M.
– volume: 50
  start-page: 2450
  year: 2011
  ident: ref4/cit4b
  publication-title: Angew. Chem., Int. Ed.
  doi: 10.1002/anie.201006139
  contributor:
    fullname: Rousseau G.
– volume: 136
  start-page: 8532
  year: 2014
  ident: ref5/cit5
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja5036754
  contributor:
    fullname: Nagashima Y.
– volume: 125
  start-page: 12844
  year: 2003
  ident: ref14/cit14d
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja030317+
  contributor:
    fullname: Heathcock C. H.
– volume: 135
  start-page: 11222
  year: 2013
  ident: ref2/cit2d
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja4041016
  contributor:
    fullname: Coombs J. R.
– volume: 113
  start-page: 3987
  year: 1991
  ident: ref6/cit6a
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja00010a049
  contributor:
    fullname: Murakami M.
– volume: 499
  start-page: C1
  year: 1995
  ident: ref6/cit6c
  publication-title: J. Organomet. Chem.
  doi: 10.1016/0022-328X(95)00316-I
  contributor:
    fullname: Suginome M.
– volume: 15
  start-page: 5464
  year: 2013
  ident: ref14/cit14j
  publication-title: Org. Lett.
  doi: 10.1021/ol402604s
  contributor:
    fullname: Tanis P. S.
– volume: 124
  start-page: 5661
  year: 2002
  ident: ref14/cit14c
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja0262683
  contributor:
    fullname: Crimmins M. T.
– volume: 125
  start-page: 8702
  year: 2003
  ident: ref2/cit2a
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja035851w
  contributor:
    fullname: Morgan J. B.
– volume: 10
  start-page: 6621
  year: 2012
  ident: ref11/cit11b
  publication-title: Org. Biomol. Chem.
  doi: 10.1039/c2ob26079d
  contributor:
    fullname: Bonet A.
– volume: 76
  start-page: 1
  year: 2012
  ident: ref7/cit7c
  publication-title: Organic Reactions
  contributor:
    fullname: Donohoe T. J.
– volume: 2
  start-page: 1993
  year: 2012
  ident: ref1/cit1e
  publication-title: ACS Catal.
  doi: 10.1021/cs300320u
  contributor:
    fullname: Takaya J.
– volume: 11
  start-page: 1059
  year: 2009
  ident: ref6/cit6i
  publication-title: Org. Lett.
  doi: 10.1021/ol802781c
  contributor:
    fullname: Wang G.
– volume: 1
  start-page: 2173
  year: 2003
  ident: ref7/cit7a
  publication-title: Org. Biomol. Chem.
  doi: 10.1039/b303081d
  contributor:
    fullname: Donohoe T. J.
– volume: 505
  start-page: 386
  year: 2014
  ident: ref13/cit13
  publication-title: Nature
  doi: 10.1038/nature12781
  contributor:
    fullname: Mlynarski S. N.
– start-page: 982
  year: 2000
  ident: ref10/cit10
  publication-title: Chem. Lett.
  doi: 10.1246/cl.2000.982
  contributor:
    fullname: Takahashi K.
– volume: 131
  start-page: 13210
  year: 2009
  ident: ref2/cit2c
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja9047762
  contributor:
    fullname: Kliman L. T.
– volume: 8
  start-page: 3655
  year: 2006
  ident: ref15/cit15
  publication-title: Org. Lett.
  doi: 10.1021/ol060812l
  contributor:
    fullname: Allais F.
– volume: 3
  start-page: 3326
  year: 2012
  ident: ref14/cit14h
  publication-title: Chem. Sci.
  doi: 10.1039/c2sc21325g
  contributor:
    fullname: Reznik S. K.
– volume: 4
  start-page: 1497
  year: 2013
  ident: ref14/cit14i
  publication-title: Chem. Sci.
  doi: 10.1039/c3sc22186e
  contributor:
    fullname: Reznik S. K.
– volume: 10
  start-page: 9677
  year: 2012
  ident: ref9/cit9c
  publication-title: Org. Biomol. Chem.
  doi: 10.1039/c2ob26899j
  contributor:
    fullname: Pubill-Ulldemolins C.
– volume: 133
  start-page: 14042
  year: 2011
  ident: ref14/cit14g
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja2046167
  contributor:
    fullname: Smith A. B.
– volume: 93
  start-page: 1307
  year: 1993
  ident: ref4/cit4a
  publication-title: Chem. Rev.
  doi: 10.1021/cr00020a002
  contributor:
    fullname: Hoveyda A. H.
– volume: 50
  start-page: 7158
  year: 2011
  ident: ref11/cit11a
  publication-title: Angew. Chem., Int. Ed.
  doi: 10.1002/anie.201101941
  contributor:
    fullname: Bonet A.
– volume: 134
  start-page: 8277
  year: 2012
  ident: ref8/cit8b
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja302929d
  contributor:
    fullname: Wu H.
– ident: ref1/cit1d
SSID ssj0004281
Score 2.492865
Snippet An alkoxide-catalyzed directed diboration of alkenyl alcohols is described. This reaction occurs in a stereoselective fashion and is demonstrated with cyclic...
An alkoxide-catalyzed directed diboration of alkenyl alcohols is described. This reaction occurs in a stereoselective fashion and is demonstrated with cyclic...
Source Web of Science
SourceID pubmedcentral
crossref
pubmed
webofscience
acs
SourceType Open Access Repository
Aggregation Database
Index Database
Enrichment Source
Publisher
StartPage 9264
SubjectTerms Alcohols - chemistry
Alkenes - chemistry
Boron Compounds - chemical synthesis
Boron Compounds - chemistry
Catalysis
Chemistry
Chemistry, Multidisciplinary
Communication
Hydroxyl Radical
Molecular Structure
Physical Sciences
Science & Technology
Stereoisomerism
Title Hydroxyl-Directed Stereoselective Diboration of Alkenes
URI http://dx.doi.org/10.1021/ja504228p
http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000338692700008
https://www.ncbi.nlm.nih.gov/pubmed/24941137
https://pubmed.ncbi.nlm.nih.gov/PMC4091278
Volume 136
WOS 000338692700008
WOSCitedRecordID wos000338692700008
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV07T8MwED6VMsCCeBMeVQRdgxzH8WOsClWFRJdSqVsVO46oqNKKhoGF3845bUqLQDD7PPjO8vedfPcdQFM4xsYZCQxPsoCFWRRoy1hgwtgqiwtau-bkxx7vDtjDMB7W4OaXH3zq9IHiUqdqtgXbVBDlxhT0Pm6_mh-pDCuOKySPKvmg9a0Oesx8A3pWePNTLeQ3_CmxprMPe0uS6LcWUT2Ams0PYaddzWY7AtF9T139ySRYPFk29fvoIDudl2Nt8AXz78ZVdP1p5rcmL-5RO4ZB5_6p3Q2WIxCCBJlUEUjXOUu0cappKpOaWCIoEYZaGmlimKGMc2oYibKYpgmSG4GEJZYykVInmH2eQD2f5vYMfKSGiESR0jyzDrlUqlKdmjgLU0UilXnQQB-Nlld4Pip_pylmB5UTPbiu3DeaLaQwfjI6XfhzZYL5HQvDSHggNjy9MnAC15sr-fi5FLrG3DOkQnrQXI_JaqPL5yLJlfs7RyrjQfgfs_ZS-9z1_Bfnfx36AnaRIrGyQJdeQr14fbNXSEMK3UAa3u43ysv4Cffx1pc
link.rule.ids 230,315,783,787,888,2772,27088,27092,27936,27937,57070,57094,57120,57144
linkProvider American Chemical Society
linkToHtml http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV1LT8MwDLZgHODC-1Eeo0Jci9o0bdLjNEADBpeBxG1q0lRMm7aJdgf49Thpu5cmsXOcNq7d-LMSfwa4ZRqxhdR1ZBinDvVS3xGKUkd6gYoUDgihi5Nf38LWB33-DD5LmhxdC4OLyPBJmTnEn7ELaJqgwNBVjTdhK2DoqBoGNTuzGkjCvQrqMh76FYvQ_FQdgWS2EIGmYWfVlcilMGRCzuNe0bvILNbcNOnfTXJxJ3-XeBzX02YfdkvkaTcKVzmADTU8hO1m1fDtCFjrJ9GvGjjFPqgSu4NfXY0y0ysHt0X7vle5jD1K7cagr3fKY_h4fHhvtpyyr4ITIzzLHa7LcV0hNRVblHLhKpcRl0miiC9cSSWhYUgkdf00IEmMiIkhCgo4jzkXMaa0J1AbjobqDGzEmxje_EiEqdLhMEqiRCQySL0kcv0otaCO6nfL_yLrmiNvgilHpb8FN5UxuuOCX2OV0GlhnakIJo3U83xmAVuw21RAs2Yvjgx7X4Y9GxNajzBuwe28hacTdZLo8zDSB_KIjyzw1hFrloTqmkggP_9P6WvYbr2_trvtp7eXC9hBDEbNDWByCbX8e6KuEOfkom4c_A_euPSI
linkToPdf http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV3dS8MwED90gvoifls_ZpG9Vto0bdLHsTnm1xB0sLfRpAkORzfsfPDFv91L19ZNBvqcS2kvae73I3e_A2gwg9hC6joyjLVDPe07QlHqSC9QkcIBIUxx8mMv7Pbp3SAYFETR1MLgS2T4pCy_xDd_9TTRhcKAkQoKcsmq6TpsBAypgGl0-XX9UwdJuFfCXcZDv1QSWpxqopDMlqJQFXpWpUX-CkV52Onswk6BF-3mfIH3YE2l-7DVKtu0HQDrfiYmFWXszE8vldjP6Cs1yfION3iY2e1RudD2RNvN8Zs53w6h37l5aXWdohuCEyOomjncFNG6QhoBtUhz4SqXEZdJoogvXEkloWFIJHV9HZAkRpzDELsEnMecixiJ6BHU0kmqTsBGlIhByY9EqJUJYlESJSKRgfaSyPUjbUEdfTQsdnM2zC-qCRKF0okWXJXuG07nqhirjI7n_qxMkOpRz_OZBWzJ05WB0bpeHklHr7nmNdJQjzBuQWNxTaqJhtr5PIzMNTqiGgu8_5i1Chl0U_4_O_3roy9h86ndGT7c9u7PYBuBE83Tdsk51GbvH-oCwclM1PMd-Q1jxdxZ
openUrl ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Hydroxyl-Directed+Stereoselective+Diboration+of+Alkenes&rft.jtitle=Journal+of+the+American+Chemical+Society&rft.au=Blaisdell%2C+Thomas+P.&rft.au=Caya%2C+Thomas+C.&rft.au=Zhang%2C+Liang&rft.au=Sanz-Marco%2C+Amparo&rft.date=2014-07-02&rft.pub=Amer+Chemical+Soc&rft.issn=0002-7863&rft.volume=136&rft.issue=26&rft.spage=9264&rft.epage=9267&rft_id=info:doi/10.1021%2Fja504228p&rft_id=info%3Apmid%2F24941137&rft.externalDBID=n%2Fa&rft.externalDocID=000338692700008
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0002-7863&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0002-7863&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0002-7863&client=summon