Palladium Catalysis Enables Benzylation of [alpha],[alpha]-Difluoroketone Enolates

A palladium-catalyzed decarboxylative benzylation reaction of [alpha],[alpha]-difluoroketone enolates is reported, in which the key C([alpha])-C(sp3) bond is generated by reductive elimination from a palladium intermediate. The transformation provides convergent access to [alpha]-benzyl-[alpha],[alp...

Full description

Saved in:
Bibliographic Details
Published inAngewandte Chemie International Edition Vol. 55; no. 31; p. 9080
Main Authors Yang, Ming-Hsiu, Hunt, Jordan R, Sharifi, Niusha, Altman, Ryan A
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 25.07.2016
EditionInternational ed. in English
Online AccessGet full text

Cover

Abstract A palladium-catalyzed decarboxylative benzylation reaction of [alpha],[alpha]-difluoroketone enolates is reported, in which the key C([alpha])-C(sp3) bond is generated by reductive elimination from a palladium intermediate. The transformation provides convergent access to [alpha]-benzyl-[alpha],[alpha]-difluoroketone-based products, and should be useful for accessing biological probes.
AbstractList A palladium-catalyzed decarboxylative benzylation reaction of [alpha],[alpha]-difluoroketone enolates is reported, in which the key C([alpha])-C(sp3) bond is generated by reductive elimination from a palladium intermediate. The transformation provides convergent access to [alpha]-benzyl-[alpha],[alpha]-difluoroketone-based products, and should be useful for accessing biological probes.
Author Yang, Ming-Hsiu
Sharifi, Niusha
Altman, Ryan A
Hunt, Jordan R
Author_xml – sequence: 1
  givenname: Ming-Hsiu
  surname: Yang
  fullname: Yang, Ming-Hsiu
– sequence: 2
  givenname: Jordan R
  surname: Hunt
  fullname: Hunt, Jordan R
– sequence: 3
  givenname: Niusha
  surname: Sharifi
  fullname: Sharifi, Niusha
– sequence: 4
  givenname: Ryan A
  surname: Altman
  fullname: Altman, Ryan A
BookMark eNotjjtPwzAUhS1UJNrCyhyJlRQ_rh1nhNACUiUQsCFU3SQ2pBi7xMlQfj2W6PSd4bxmZOKDN4ScM7pglPIr9J1ZcMoUBQblEZkyyVkuikJMkgYh8kJLdkJmMW6TX2uqpuT5CZ3Dthu_swoHdPvYxWzpsXYmZjfG_-4dDl3wWbDZG7rdJ75fHpjfdtaNoQ9fZkhPUiokr4mn5Niii-bswDl5WS1fq_t8_Xj3UF2v8w8lIbfY2EIrgYmM1tZaygrKeQEaVQlQl9wYIUEa3fAasZVSUq4AmGobWYs5ufhv3fXhZzRx2GzD2Ps0uGGaShAlKBB_NxJTog
CODEN ACIEAY
ContentType Journal Article
Copyright 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Copyright_xml – notice: 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
DBID 7TM
K9.
DOI 10.1002/anie.201604149
DatabaseName Nucleic Acids Abstracts
ProQuest Health & Medical Complete (Alumni)
DatabaseTitle ProQuest Health & Medical Complete (Alumni)
Nucleic Acids Abstracts
DatabaseTitleList ProQuest Health & Medical Complete (Alumni)
DeliveryMethod fulltext_linktorsrc
Discipline Chemistry
EISSN 1521-3773
Edition International ed. in English
ExternalDocumentID 4121889341
GroupedDBID ---
-DZ
-~X
.3N
.GA
05W
0R~
10A
1L6
1OB
1OC
1ZS
23M
33P
3SF
3WU
4.4
4ZD
50Y
50Z
51W
51X
52M
52N
52O
52P
52S
52T
52U
52W
52X
53G
5GY
5RE
5VS
66C
6TJ
702
7PT
7TM
8-0
8-1
8-3
8-4
8-5
8UM
930
A03
AAESR
AAEVG
AAHHS
AANLZ
AAONW
AASGY
AAXRX
AAZKR
ABCQN
ABCUV
ABEML
ABIJN
ABLJU
ABPPZ
ABPVW
ACAHQ
ACCFJ
ACCZN
ACFBH
ACGFS
ACIWK
ACNCT
ACPOU
ACPRK
ACSCC
ACXBN
ACXQS
ADBBV
ADEOM
ADIZJ
ADKYN
ADMGS
ADOZA
ADXAS
ADZMN
ADZOD
AEEZP
AEIGN
AEIMD
AEQDE
AEUQT
AEUYR
AFBPY
AFFNX
AFFPM
AFGKR
AFPWT
AFRAH
AFZJQ
AHBTC
AHMBA
AITYG
AIURR
AIWBW
AJBDE
AJXKR
ALAGY
ALMA_UNASSIGNED_HOLDINGS
ALUQN
AMBMR
AMYDB
ATUGU
AUFTA
AZBYB
AZVAB
B-7
BAFTC
BDRZF
BFHJK
BHBCM
BMNLL
BMXJE
BNHUX
BROTX
BRXPI
BTSUX
BY8
CS3
D-E
D-F
D0L
DCZOG
DPXWK
DR1
DR2
DRFUL
DRSTM
EBS
EJD
F00
F01
F04
F5P
G-S
G.N
GNP
GODZA
H.T
H.X
HBH
HGLYW
HHY
HHZ
HZ~
IX1
J0M
JPC
K9.
KQQ
LATKE
LAW
LC2
LC3
LEEKS
LH4
LITHE
LOXES
LP6
LP7
LUTES
LW6
LYRES
M53
MEWTI
MK4
MRFUL
MRSTM
MSFUL
MSSTM
MXFUL
MXSTM
N04
N05
N9A
NF~
NNB
O66
O9-
OIG
P2P
P2W
P2X
P4D
PQQKQ
Q.N
Q11
QB0
QRW
R.K
RNS
ROL
RWI
RX1
RYL
SUPJJ
TN5
UB1
UPT
V2E
VQA
W8V
W99
WBFHL
WBKPD
WH7
WIB
WIH
WIK
WJL
WOHZO
WQJ
WRC
WXSBR
WYISQ
XG1
XPP
XSW
XV2
YZZ
ZZTAW
~IA
~KM
~WT
ID FETCH-LOGICAL-g654-facf7863aacf10bfff017022748a6944b92ee3545e8c2baad5550264416dc5b3
ISSN 1433-7851
IngestDate Thu Oct 10 19:50:28 EDT 2024
IsPeerReviewed true
IsScholarly true
Issue 31
Language English
LinkModel OpenURL
MergedId FETCHMERGED-LOGICAL-g654-facf7863aacf10bfff017022748a6944b92ee3545e8c2baad5550264416dc5b3
PQID 1805439464
PQPubID 946352
ParticipantIDs proquest_journals_1805439464
PublicationCentury 2000
PublicationDate 20160725
PublicationDateYYYYMMDD 2016-07-25
PublicationDate_xml – month: 07
  year: 2016
  text: 20160725
  day: 25
PublicationDecade 2010
PublicationPlace Weinheim
PublicationPlace_xml – name: Weinheim
PublicationTitle Angewandte Chemie International Edition
PublicationYear 2016
Publisher Wiley Subscription Services, Inc
Publisher_xml – name: Wiley Subscription Services, Inc
SSID ssj0028806
Score 2.2383122
Snippet A palladium-catalyzed decarboxylative benzylation reaction of [alpha],[alpha]-difluoroketone enolates is reported, in which the key C([alpha])-C(sp3) bond is...
SourceID proquest
SourceType Aggregation Database
StartPage 9080
Title Palladium Catalysis Enables Benzylation of [alpha],[alpha]-Difluoroketone Enolates
URI https://www.proquest.com/docview/1805439464
Volume 55
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1bT9swFLYq9rC9IHYTt6E8jCeW0TiOmzwWKKoQA9QVqQihynbsElFaiSZC8Lv2Azm-JKSAEOPFuSmJkvPl3HLOZ4R-KgVxhoiYLxKmNKk29xkNJawJRhMslGKmyveIdk_JwSAaNBr_alVLRc5_i_sX-0reI1XYB3LVXbL_IdnqorAD1kG-MIKEYXyTjE90FjzNimvdyOfIRTqmGWq2tSMn93fjyiHcjHZMW-1mtAdvtbbl72VqXExvpldS83LD-RDs5q6ysGJZHslbpgv_twzBgHySSOykWf1__pnLQf8Bs-h3Z1nxiB3LcnAAEa_-dVCldy4hYleZRWYxu6xMRXucuwxt7w5OaNdzFAHVyU_bz_xGTVjTwCQM_VbsWGil08o4AE1o5zwp1bZl93XwdJbEKuGkaSeHemYdLNusbt3XNX20SQJLlzpPw310PNw_PTwc9juD_vxRY_ZJAF4ReHmaLeEDBvVmigN6FWkZBo1oe9rcg5RUoU28PX_rZ-bf-DT9JbToghGvbZH1GTXk5Av6uFvOAfgV9SqEeRXCPIcwr4Ywb6q8c4Ooi19u-QRXXomrb-jvfqe_2_XdLBz-iEbEV0yoVkxDBsugyZVSmnEJ4xaJ4WMmhCdYyhD8cBkLzBlLI4h5jZdNUxHx8DtamMBdlpEHtoWwROGYS0UEUzFu8ZjKVPMnaaLAFbRevo6h-8hmwyCGmCJMCCWrrx9eQ58ekbeOFvKbQv4AfzHnG0Y8D_j4bmQ
link.rule.ids 315,783,787,27936,27937
linkProvider Wiley-Blackwell
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=Palladium+Catalysis+Enables+Benzylation+of+%5Balpha%5D%2C%5Balpha%5D-Difluoroketone+Enolates&rft.jtitle=Angewandte+Chemie+International+Edition&rft.au=Yang%2C+Ming-Hsiu&rft.au=Hunt%2C+Jordan+R&rft.au=Sharifi%2C+Niusha&rft.au=Altman%2C+Ryan+A&rft.date=2016-07-25&rft.pub=Wiley+Subscription+Services%2C+Inc&rft.issn=1433-7851&rft.eissn=1521-3773&rft.volume=55&rft.issue=31&rft.spage=9080&rft_id=info:doi/10.1002%2Fanie.201604149&rft.externalDBID=NO_FULL_TEXT&rft.externalDocID=4121889341
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1433-7851&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1433-7851&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1433-7851&client=summon