Determination of Absolute Configurations of Amines and Amino Acids Using Nonchiral Derivatizing Agents (NCDA) and Deuterium NMR

Enantiomeric analysis and empirical determination of the absolute configuration of amines and amino acids can be easily performed using acetyl-d 3 chloride as a nonchiral derivatizing agent (deuterium probe) and deuterium NMR in a chiral solvent (Courtieu's method). In the case of amino acids,...

Full description

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 2; no. 16; pp. 2431 - 2434
Main Authors Chalard, Pierre, Bertrand, Magali, Canet, Isabelle, Théry, Vincent, Remuson, Roland, Jeminet, Georges
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 10.08.2000
Amer Chemical Soc
Subjects
Online AccessGet full text

Cover

Loading…
Abstract Enantiomeric analysis and empirical determination of the absolute configuration of amines and amino acids can be easily performed using acetyl-d 3 chloride as a nonchiral derivatizing agent (deuterium probe) and deuterium NMR in a chiral solvent (Courtieu's method). In the case of amino acids, derivatization to amido esters, performed with methanol-d 4 and acetyl-d 3 chloride, gives a double opportunity for enantiomeric analysis.
AbstractList Enantiomeric analysis and empirical determination of the absolute configuration of amines and amino acids can be easily performed using acetyl-d(3) chloride as a nonchiral derivatizing agent (deuterium probe) and deuterium NMR in a chiral solvent (Courtieu's method). In the case of amino acids, derivatization to amido esters, performed with methanol-d(4) and acetyl-d(3) chloride, gives a double opportunity for enantiomeric analysis.
[GRAPHICS] Enantiomeric analysis end empirical determination of the absolute configuration of amines and amino acids can be easily performed using acetyl-d(3) chloride as a nonchiral derivatizing agent (deuterium probe) and deuterium NMR in a chiral solvent (Courtieu's method), In the case of amino acids, derivatization to amido esters, performed with methanol-d(4) and acetyl-d(3) chloride, gives a double opportunity for enantiomeric analysis.
Author Bertrand, Magali
Canet, Isabelle
Chalard, Pierre
Théry, Vincent
Remuson, Roland
Jeminet, Georges
Author_xml – sequence: 1
  givenname: Pierre
  surname: Chalard
  fullname: Chalard, Pierre
– sequence: 2
  givenname: Magali
  surname: Bertrand
  fullname: Bertrand, Magali
– sequence: 3
  givenname: Isabelle
  surname: Canet
  fullname: Canet, Isabelle
– sequence: 4
  givenname: Vincent
  surname: Théry
  fullname: Théry, Vincent
– sequence: 5
  givenname: Roland
  surname: Remuson
  fullname: Remuson, Roland
– sequence: 6
  givenname: Georges
  surname: Jeminet
  fullname: Jeminet, Georges
BackLink https://www.ncbi.nlm.nih.gov/pubmed/10956514$$D View this record in MEDLINE/PubMed
BookMark eNqNkU1L7DAUhoMofi_8A5LNvSgymqSTfixLxy_QEUTXJU1O50baRJP2im7862ZaGVy4MJscznnel8N7dtC6sQYQOqDklBJGz2xDSEzieLGGtiln0SQhnK2v6phsoR3vnwihoZNtoi1KMh5zOt1GHzPowLXaiE5bg22N88rbpu8AF9bUetG7YeKHUeDAY2HUUFqcS608fvTaLPDcGvlPO9HgGTj9P6jel-18Aabz-GhezPLjQTqD4O503-L57f0e2qhF42H_699FjxfnD8XV5Obu8rrIbyYiorSbJFNVRRnjalonSZVGIspolGSSqYrGkKWgakkyKTjl1VTwBIQMTSEUKFLFNYt20d_R99nZlx58V7baS2gaYcD2vkwYIyylPIDHIyid9d5BXT473Qr3VlJSLtMuV2kH9vDLtK9aUN_IMd4AnIzAK1S29lKDkbDCSHhpGodbkeVpAp3-ni50NxymsL3pgvTPKBXSl0-2dyaE-cPGnzUmqYE
CitedBy_id crossref_primary_10_1002_chir_10158
crossref_primary_10_1002_mrc_2374
crossref_primary_10_1002_chir_10190
crossref_primary_10_1002_mrc_1716
crossref_primary_10_1021_ol020038b
crossref_primary_10_1002_chem_200390199
crossref_primary_10_1016_j_tetasy_2005_05_012
crossref_primary_10_1021_acs_orglett_7b01748
crossref_primary_10_1021_ja310620c
crossref_primary_10_1515_boca_2015_0003
Cites_doi 10.1021/ja00129a015
10.1006/bioo.1993.1029
10.1021/ja00100a033
10.1016/S0957-4166(96)00533-2
10.1021/j100785a001
10.1021/jo961141f
10.1021/jo9604191
10.1021/ja00741a013
10.1021/jo00952a006
10.1016/S0957-4166(98)00468-6
10.1021/ja00084a070
10.1021/jo00232a015
ContentType Journal Article
Copyright Copyright © 2000 American Chemical Society
Copyright_xml – notice: Copyright © 2000 American Chemical Society
DBID 1KM
BLEPL
DTL
FKBAJ
CGR
CUY
CVF
ECM
EIF
NPM
AAYXX
CITATION
7X8
DOI 10.1021/ol006066g
DatabaseName Index Chemicus
Web of Science Core Collection
Science Citation Index Expanded
Web of Science - Science Citation Index Expanded - 2000
Medline
MEDLINE
MEDLINE (Ovid)
MEDLINE
MEDLINE
PubMed
CrossRef
MEDLINE - Academic
DatabaseTitle Web of Science
MEDLINE
Medline Complete
MEDLINE with Full Text
PubMed
MEDLINE (Ovid)
CrossRef
MEDLINE - Academic
DatabaseTitleList MEDLINE

Web of Science
Database_xml – sequence: 1
  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: 2
  dbid: 1KM
  name: Index Chemicus
  url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.IC
  sourceTypes:
    Enrichment Source
    Index Database
DeliveryMethod fulltext_linktorsrc
Discipline Chemistry
EISSN 1523-7052
EndPage 2434
ExternalDocumentID 10_1021_ol006066g
10956514
000088605200011
d119715328
Genre Journal Article
GroupedDBID -
.K2
123
53G
55A
5VS
7~N
AABXI
ABFLS
ABMVS
ABPTK
ABUCX
ACGFS
ACS
AEESW
AENEX
AETEA
AFEFF
ALMA_UNASSIGNED_HOLDINGS
AQSVZ
BAANH
CS3
DU5
DZ
EBS
ED
ED~
EJD
F5P
G8K
GNL
IH9
IHE
JG
JG~
K2
LG6
P2P
RNS
ROL
TN5
UI2
UNC
VF5
VG9
W1F
X
YNT
ZY4
---
-DZ
-~X
1KM
AAHBH
ABJNI
ABQRX
ADHLV
AHGAQ
BLEPL
CUPRZ
DTL
GGK
GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED
CGR
CUY
CVF
ECM
EIF
NPM
AAYXX
CITATION
7X8
ID FETCH-LOGICAL-a311t-74db3925d4f77b83a391379c2db16e98edfc09ca515b4a57eac98eaaded0b6f23
IEDL.DBID ACS
ISICitedReferencesCount 14
ISICitedReferencesURI https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000088605200011
ISSN 1523-7060
IngestDate Thu Oct 24 23:08:20 EDT 2024
Thu Sep 26 19:02:28 EDT 2024
Tue Oct 22 02:25:21 EDT 2024
Wed Sep 18 05:13:37 EDT 2024
Fri Nov 08 19:45:18 EST 2024
Thu Aug 27 13:42:19 EDT 2020
IsPeerReviewed true
IsScholarly true
Issue 16
Keywords H-1-NMR
REAGENT
LYOTROPIC LIQUID-CRYSTAL
ENANTIOMERIC ANALYSIS
ASSIGNMENT
CHIRAL PRIMARY AMINES
MTPA
AMIDES
Language English
LinkModel DirectLink
LogoURL https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg
MergedId FETCHMERGED-LOGICAL-a311t-74db3925d4f77b83a391379c2db16e98edfc09ca515b4a57eac98eaaded0b6f23
Notes ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
PMID 10956514
PQID 72202815
PQPubID 23479
PageCount 4
ParticipantIDs webofscience_primary_000088605200011
proquest_miscellaneous_72202815
acs_journals_10_1021_ol006066g
pubmed_primary_10956514
crossref_primary_10_1021_ol006066g
webofscience_primary_000088605200011CitationCount
ProviderPackageCode JG~
55A
AABXI
GNL
VF5
7~N
VG9
W1F
ACS
AEESW
AFEFF
.K2
ABMVS
ABUCX
IH9
BAANH
AQSVZ
ED~
UI2
PublicationCentury 2000
PublicationDate 2000-08-10
PublicationDateYYYYMMDD 2000-08-10
PublicationDate_xml – month: 08
  year: 2000
  text: 2000-08-10
  day: 10
PublicationDecade 2000
PublicationPlace WASHINGTON
PublicationPlace_xml – name: WASHINGTON
– name: United States
PublicationTitle Organic letters
PublicationTitleAbbrev ORG LETT
PublicationTitleAlternate Org. Lett
PublicationYear 2000
Publisher American Chemical Society
Amer Chemical Soc
Publisher_xml – name: American Chemical Society
– name: Amer Chemical Soc
References TROST, BM (WOS:A1994PA24400035) 1994; 59
ELIEL EL (WOS:000088605200011.11) 1994
SULLIVAN, GR (WOS:A1973P889200006) 1973; 38
HEATHCOCK, CH (WOS:A1992HR52200007) 1992; 57
Hoye, TR (WOS:A1996VV60900026) 1996; 61
CANET, I (WOS:A1995RE57500015) 1995; 117
Lopez, B (WOS:000083280100030) 1999; 121
URAY G (WOS:000088605200011.22) 1996; 1
Chinchilla, R (WOS:A1996VN44100016) 1996; 61
BESSE, P (WOS:A1993LY63800009) 1993; 21
Chalard, P (WOS:000077920000011) 1998; 9
Canet, JL (WOS:A1996VY22000057) 1996; 61
BONDI, A (WOS:A19646650B00003) 1964; 68
BORCH, RF (WOS:A1971J573500013) 1971; 93
Seco, JM (WOS:A1997YD81100015) 1997; 62
CANET, I (WOS:A1994NB16900070) 1994; 116
Meddour, A (WOS:A1997WJ13200023) 1997; 8
Seco, JM (WOS:000081136200018) 1999; 64
BERNASCONI, S (WOS:A1977DG40400021) 1977; 107
Chalard, P (WOS:000078624500014) 1999; 40
MEDDOUR, A (WOS:A1994PN45200033) 1994; 116
ROUSH, WR (WOS:A1987K882700014) 1987; 52
Roush W. R. (ol006066gb00008/ol006066gb00008_1) 1987; 52
Meddour A. (ol006066gb00004/ol006066gb00004_1) 1994; 116
ol006066gb00010/ol006066gb00010_1
Canet J. L. (ol006066gb00005/ol006066gb00005_2) 1996; 61
Bernasconi S. (ol006066gb00009/ol006066gb00009_1) 1977; 107
Hoye T. R. (ol006066gb00002/ol006066gb00002_4) 1996; 61
Borch R. F. (ol006066gb00006/ol006066gb00006_1) 1971; 93
Sullivan G. R. (ol006066gb00003/ol006066gb00003_1) 1973; 38
Bondi A. (ol006066gb00013/ol006066gb00013_1) 1964; 68
Canet I. (ol006066gb00005/ol006066gb00005_1) 1994; 116
Chinchilla R. (ol006066gb00002/ol006066gb00002_3) 1996; 61
Meddour A. (ol006066gb00005/ol006066gb00005_3) 1997; 8
Besse P. (ol006066gb00007/ol006066gb00007_1) 1993; 21
Seco J. M. (ol006066gb00003/ol006066gb00003_3) 1997; 62
Canet I. (ol006066gb00004/ol006066gb00004_2) 1995; 117
Lopez B. (ol006066gb00002/ol006066gb00002_1) 1999; 121
Trost B. M. (ol006066gb00003/ol006066gb00003_2) 1994; 59
Seco J. M. (ol006066gb00002/ol006066gb00002_2) 1999; 64
For (ol006066gb00001/ol006066gb00001_1) 1996; 1
References_xml – volume: 116
  start-page: 2155
  year: 1994
  ident: WOS:A1994NB16900070
  article-title: NEW, AND ACCURATE METHOD TO DETERMINE THE ENANTIOMERIC PURITY OF AMINO-ACIDS BASED ON DEUTERIUM NMR IN A CHOLESTERIC LYOTROPIC LIQUID-CRYSTAL
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: CANET, I
– volume: 93
  start-page: 2897
  year: 1971
  ident: WOS:A1971J573500013
  article-title: CYANOHYDRIDOBORATE ANION AS A SELECTIVE REDUCING AGENT
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: BORCH, RF
– year: 1994
  ident: WOS:000088605200011.11
  publication-title: STEREOCHEMISTRY ORGA
  contributor:
    fullname: ELIEL EL
– volume: 38
  start-page: 2143
  year: 1973
  ident: WOS:A1973P889200006
  article-title: CORRELATION OF CONFIGURATION AND F-19 CHEMICAL-SHIFTS OF ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE DERIVATIVES
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: SULLIVAN, GR
– volume: 107
  start-page: 95
  year: 1977
  ident: WOS:A1977DG40400021
  article-title: SYNTHESIS OF (2S,4S) AND (2R,4S)-2-AMINO-4-METHYLEXANOIC ACID (HOMOLEUCINE)
  publication-title: GAZZETTA CHIMICA ITALIANA
  contributor:
    fullname: BERNASCONI, S
– volume: 62
  start-page: 7569
  year: 1997
  ident: WOS:A1997YD81100015
  article-title: Choosing the right reagent for the determination of the absolute configuration of amines by NMR: MTPA or MPA?
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: Seco, JM
– volume: 59
  start-page: 4202
  year: 1994
  ident: WOS:A1994PA24400035
  article-title: ON THE USE OF O-METHYLMANDELIC ACID FOR THE ESTABLISHMENT OF ABSOLUTE-CONFIGURATION OF ALPHA-CHIRAL PRIMARY AMINES
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: TROST, BM
– volume: 61
  start-page: 7285
  year: 1996
  ident: WOS:A1996VN44100016
  article-title: Determination of the absolute configuration of amines and alpha-amino acids by H-1 NMR of (R)-O-aryllactic acid amides
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: Chinchilla, R
– volume: 68
  start-page: 441
  year: 1964
  ident: WOS:A19646650B00003
  article-title: VAN DER WAALS VOLUMES + RADII
  publication-title: JOURNAL OF PHYSICAL CHEMISTRY
  contributor:
    fullname: BONDI, A
– volume: 21
  start-page: 342
  year: 1993
  ident: WOS:A1993LY63800009
  article-title: BAKERS-YEAST REDUCTION OF ALPHA-DIKETONES - INVESTIGATION AND CONTROL OF THE ENZYMATIC PATHWAY
  publication-title: BIOORGANIC CHEMISTRY
  contributor:
    fullname: BESSE, P
– volume: 64
  start-page: 4669
  year: 1999
  ident: WOS:000081136200018
  article-title: Boc-phenylglycine: The reagent of choice for the assignment of. The absolute configuration of alpha-chiral primary amines by H-1 NMR spectroscopy
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: Seco, JM
– volume: 1
  start-page: 253
  year: 1996
  ident: WOS:000088605200011.22
  publication-title: HOUBENWEYL METHODS O
  contributor:
    fullname: URAY G
– volume: 61
  start-page: 8489
  year: 1996
  ident: WOS:A1996VV60900026
  article-title: Applications of MTPA (Mosher) amides of secondary amines: Assignment of absolute configuration in chiral cyclic amines
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: Hoye, TR
– volume: 57
  start-page: 2531
  year: 1992
  ident: WOS:A1992HR52200007
  article-title: DAPHNIPHYLLUM ALKALOIDS .10. CLASSICAL TOTAL SYNTHESIS OF METHYL HOMODAPHNIPHYLLATE
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: HEATHCOCK, CH
– volume: 116
  start-page: 9652
  year: 1994
  ident: WOS:A1994PN45200033
  article-title: OBSERVATION OF ENANTIOMERS, CHIRAL BY VIRTUE OF ISOTOPIC-SUBSTITUTION, THROUGH DEUTERIUM NMR IN A POLYPEPTIDE LIQUID-CRYSTAL
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: MEDDOUR, A
– volume: 8
  start-page: 485
  year: 1997
  ident: WOS:A1997WJ13200023
  article-title: An achiral deuterated derivatizing agent for enantiomeric analysis through NMR in a liquid crystalline solvent
  publication-title: TETRAHEDRON-ASYMMETRY
  contributor:
    fullname: Meddour, A
– volume: 61
  start-page: 9035
  year: 1996
  ident: WOS:A1996VY22000057
  article-title: Acetyl-d(3) chloride: A convenient nonchiral derivatizing agent (NCDA) for a facile enantiomeric excess determination of amines through deuterium NMR
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: Canet, JL
– volume: 9
  start-page: 4361
  year: 1998
  ident: WOS:000077920000011
  article-title: Asymmetric synthesis of quinolizidine alkaloids (-)-lasubine I, (-)-lasubine II and (+)-subcosine II
  publication-title: TETRAHEDRON-ASYMMETRY
  contributor:
    fullname: Chalard, P
– volume: 117
  start-page: 6520
  year: 1995
  ident: WOS:A1995RE57500015
  article-title: ENANTIOMERIC ANALYSIS IN A POLYPEPTIDE LYOTROPIC LIQUID-CRYSTAL BY DEUTERIUM NMR
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: CANET, I
– volume: 40
  start-page: 1661
  year: 1999
  ident: WOS:000078624500014
  article-title: Enantioselective synthesis of (-)-indolizidine 167B
  publication-title: TETRAHEDRON LETTERS
  contributor:
    fullname: Chalard, P
– volume: 52
  start-page: 5127
  year: 1987
  ident: WOS:A1987K882700014
  article-title: TOTAL SYNTHESIS OF CARBOHYDRATES .5. STEREOCHEMISTRY OF THE EPOXIDATIONS OF ACYCLIC ALLYLIC AMIDES - APPLICATIONS TOWARD THE SYNTHESIS OF 2,3,6-TRIDEOXY-3-AMINOHEXOSES
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: ROUSH, WR
– volume: 121
  start-page: 9724
  year: 1999
  ident: WOS:000083280100030
  article-title: Complexation with barium(II) allows the inference of the absolute configuration of primary amines by NMR
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: Lopez, B
– volume: 121
  start-page: 9725
  year: 1999
  ident: ol006066gb00002/ol006066gb00002_1
  publication-title: J. Am. Chem. Soc.
  contributor:
    fullname: Lopez B.
– volume: 62
  start-page: 7574
  year: 1997
  ident: ol006066gb00003/ol006066gb00003_3
  publication-title: J. Org. Chem.
  contributor:
    fullname: Seco J. M.
– volume: 117
  start-page: 6526
  year: 1995
  ident: ol006066gb00004/ol006066gb00004_2
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja00129a015
  contributor:
    fullname: Canet I.
– volume: 107
  start-page: 99
  year: 1977
  ident: ol006066gb00009/ol006066gb00009_1
  publication-title: Gazz. Chim. Ital.
  contributor:
    fullname: Bernasconi S.
– volume: 21
  start-page: 353
  year: 1993
  ident: ol006066gb00007/ol006066gb00007_1
  publication-title: Bioorg. Chem.
  doi: 10.1006/bioo.1993.1029
  contributor:
    fullname: Besse P.
– volume: 61
  start-page: 8495
  year: 1996
  ident: ol006066gb00002/ol006066gb00002_4
  publication-title: J. Org. Chem.
  contributor:
    fullname: Hoye T. R.
– volume: 116
  start-page: 9656
  year: 1994
  ident: ol006066gb00004/ol006066gb00004_1
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja00100a033
  contributor:
    fullname: Meddour A.
– volume: 8
  start-page: 494
  year: 1997
  ident: ol006066gb00005/ol006066gb00005_3
  publication-title: Asymmetry
  doi: 10.1016/S0957-4166(96)00533-2
  contributor:
    fullname: Meddour A.
– volume: 68
  start-page: 451
  year: 1964
  ident: ol006066gb00013/ol006066gb00013_1
  publication-title: J. Phys. Chem.
  doi: 10.1021/j100785a001
  contributor:
    fullname: Bondi A.
– volume: 61
  start-page: 9037
  year: 1996
  ident: ol006066gb00005/ol006066gb00005_2
  publication-title: J. Org. Chem.
  doi: 10.1021/jo961141f
  contributor:
    fullname: Canet J. L.
– volume: 1
  start-page: 253
  year: 1996
  ident: ol006066gb00001/ol006066gb00001_1
  publication-title: Stuttgart
  contributor:
    fullname: For
– volume: 61
  start-page: 7290
  year: 1996
  ident: ol006066gb00002/ol006066gb00002_3
  publication-title: J. Org. Chem.
  doi: 10.1021/jo9604191
  contributor:
    fullname: Chinchilla R.
– volume: 93
  start-page: 2897
  year: 1971
  ident: ol006066gb00006/ol006066gb00006_1
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja00741a013
  contributor:
    fullname: Borch R. F.
– volume: 38
  start-page: 2147
  year: 1973
  ident: ol006066gb00003/ol006066gb00003_1
  publication-title: J. Org. Chem.
  doi: 10.1021/jo00952a006
  contributor:
    fullname: Sullivan G. R.
– volume: 59
  start-page: 4205
  year: 1994
  ident: ol006066gb00003/ol006066gb00003_2
  publication-title: J. Org. Chem.
  contributor:
    fullname: Trost B. M.
– ident: ol006066gb00010/ol006066gb00010_1
  doi: 10.1016/S0957-4166(98)00468-6
– volume: 64
  start-page: 4675
  year: 1999
  ident: ol006066gb00002/ol006066gb00002_2
  publication-title: J. Org. Chem.
  contributor:
    fullname: Seco J. M.
– volume: 116
  start-page: 2156
  year: 1994
  ident: ol006066gb00005/ol006066gb00005_1
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja00084a070
  contributor:
    fullname: Canet I.
– volume: 52
  start-page: 5136
  year: 1987
  ident: ol006066gb00008/ol006066gb00008_1
  publication-title: J. Org. Chem.
  doi: 10.1021/jo00232a015
  contributor:
    fullname: Roush W. R.
SSID ssj0011529
Score 1.7385863
Snippet Enantiomeric analysis and empirical determination of the absolute configuration of amines and amino acids can be easily performed using acetyl-d 3 chloride as...
[GRAPHICS] Enantiomeric analysis end empirical determination of the absolute configuration of amines and amino acids can be easily performed using acetyl-d(3)...
Enantiomeric analysis and empirical determination of the absolute configuration of amines and amino acids can be easily performed using acetyl-d(3) chloride as...
Source Web of Science
SourceID proquest
crossref
pubmed
webofscience
acs
SourceType Aggregation Database
Index Database
Enrichment Source
Publisher
StartPage 2431
SubjectTerms Amines - chemistry
Amino Acids - chemistry
Chemistry
Chemistry, Organic
Chymotrypsin
Deuterium
Indicators and Reagents
Magnetic Resonance Spectroscopy - methods
Molecular Conformation
Physical Sciences
Science & Technology
Stereoisomerism
Title Determination of Absolute Configurations of Amines and Amino Acids Using Nonchiral Derivatizing Agents (NCDA) and Deuterium NMR
URI http://dx.doi.org/10.1021/ol006066g
http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000088605200011
https://www.ncbi.nlm.nih.gov/pubmed/10956514
https://search.proquest.com/docview/72202815
Volume 2
WOS 000088605200011
WOSCitedRecordID wos000088605200011
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV1LT9wwEB5RemgvpS2v0EKtwgEOoTgvx8coKUKV2ENbJG6RX9mugKQiyYULf52xs1ltBaW9RX4ksmfs-ZyZ-QxwYAw3nInETyrO_Shm1E-pkj5iYzS_Jq5CR5J0PknOLqJvl_HlCuz_xYMf0C_NteUMSZLpC3gZMFwUFv_kPxauAjRA3JGiBqFvqWBG-qDlrtb0qPZP0_MITz5pepyZOV2DYkzWGaJLro77Th6ru8fcjc-N4C28mcNMkg168Q5WTP0eXuXj7W7rcF-McTBWMqSpSCadGhpikwBn035QjdZV3djgeCJq7R4bkqmZbokLNyCTpla_Zrf4tQK12f7hvbPFmc3ZasnhJC-yI9e1MPb6iFl_Qybn3zfg4vTrz_zMn1_G4IuQ0s5nkZaIpWIdVYzJNBQhpyHjKtCSJoanRlfqhCuB-EhGIma4oWOhENroE5lUQbgJq3VTm20gOrKHSh5XiD4jSWPBmVI8qoTRKW4gyoM9lFY5X0xt6fzkAS0X8-jB51GQ5e-BlOOpRp9GEZc4t9YPImrT9G3JggBRFY092Bokv_QSPC4ihPTgYFkVFvUOYaeJ46pCzfOA_k-zfM62blkGup1_De4DvB7S_S3t7kdY7W57s4vAp5N7TvEfAH7S-v4
link.rule.ids 315,783,787,2772,27088,27936,27937,57066,57116
linkProvider American Chemical Society
linkToHtml http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV1Jb9QwFH6CcigX9iWUthbqAQ5p62yOj1GGaoBODtBKvUXeUkbQBDXJpRf-ep-dZDpAJXqzvMXLs9_nvOfPAHvGcMOZSPyk4tyPYkb9lCrpIzZG9WviKnQkSYsimZ9Gn8_is5Emx96FwUa0WFPrjPg37AL0oPlpqUOS5Pw-PIgZBiwMyr-tLAaoh7jjRg1C3zLCTCxC60WtBlLtnxroH1h5qwZy2ubo8fBskWunczL5sd93cl9d_UXheLeOPIFHI-gk2SAlT-GeqZ_BZj699fYcfs8mrxg7T6SpSCadUBpirwQuz_tBUFqXdGFd5YmotQs2JFNL3RLnfECKplbfl5f4tRnKtv3fe2WjM3uDqyXvi3yWfXBFZ8Y-JrHsL0ix-PoCTo8-nuRzf3yawRchpZ3PIi0RWcU6qhiTaShCTkPGVaAlTQxPja7UIVcC0ZKMRMxwe8dIIbTRhzKpgvAlbNRNbV4D0ZE9YvK4QiwaSRoLzpTiUSWMTnE7UR7s4DCW49JqS2c1D2i5GkcP3k3zWf4aKDpuy7Q7zXSJY2utIqI2Td-WLAgQY9HYg1eDAKxVgodHBJQe7K1LxCrd4e00ccxVKIAe0Ltky0fudcs50L35X-d2YXN-sjgujz8VX7bg4UAEYAl538JGd9mbbYREndxxa-EaHSkDcg
linkToPdf http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV1Jb9UwEB5BkYAL-xKW1kI9wCFtnd3HKOGpLA0IqNRb5LU8tU2qJrn0wl9n7CRPD6hEb5G3eBl7PnvGnwG2tWaapTzxE8OYH8Up9TMqhY_YGNWvjk3oSJIOqmT_MPp4FB9NG0V7FwYr0WFJnTPi21l9rszEMEB321NLH5IkxzfhFpbqzLJ58X1lNUBdxBw_ahD6lhVmZhJaz2q1kOz-1EL_QMsrtZDTOIv78GVVV-docrIz9GJHXv5F43j9xjyAexP4JPkoLQ_hhm4ewZ1ifvPtMfwqZ-8YO16kNSQXTjg1sVcDl8fDKDCdizqzLvOEN8p9tiSXS9UR54RAqraRP5cX-LcSZdye-17a4Nze5OrI26oo83cua6ntoxLL4YxUB9-ewOHi_Y9i35-eaPB5SGnvp5ESiLBiFZk0FVnIQ0bDlMlACZpolmll5B6THFGTiHic4jKPgZwrrfZEYoLwKWw0baOfA1GR3Wqy2CAmjQSNOUulZJHhWmW4rEgPNrEr62mKdbWznge0XvWjB2_mMa3PR6qOqxJtzaNdY99a6whvdDt0dRoEiLVo7MGzUQjWCsFNJAJLD7bXpWIV73B3ljgGKxRCD-h1khUTB7vlHuhf_K9xW3D7a7moP3-oPr2EuyMfgOXlfQUb_cWgXyMy6sWmmw6_AXubBew
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=Determination+of+Absolute+Configurations+of+Amines+and+Amino+Acids+Using+Nonchiral+Derivatizing+Agents+%28NCDA%29+and+Deuterium+NMR&rft.jtitle=Organic+letters&rft.au=Chalard%2C+Pierre&rft.au=Bertrand%2C+Magali&rft.au=Canet%2C+Isabelle&rft.au=Th%C3%A9ry%2C+Vincent&rft.date=2000-08-10&rft.issn=1523-7060&rft.eissn=1523-7052&rft.volume=2&rft.issue=16&rft.spage=2431&rft.epage=2434&rft_id=info:doi/10.1021%2Fol006066g&rft.externalDBID=n%2Fa&rft.externalDocID=10_1021_ol006066g
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1523-7060&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1523-7060&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1523-7060&client=summon