ASYMMETRIC-SYNTHESIS WITH CHIRAL BETA-LACTAMS - HIGHLY STEREOSELECTIVE ALKYLATION AND ALDOL REACTION OF A CHIRAL 3-AMINO-4-STYRYL-BETA-LACTAM

被引：36

作者：

OJIMA, I

PEI, YZ

机构：

[1] Department of Chemistry, State University of New York at Stony Brook, Stony Brook

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 07期

关键词：

D O I：

10.1016/S0040-4039(00)94407-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Extremely stereoselective alkylation and aldol reaction of enantiomerically pure 3-amino-4-styryl-β-lactams and an applcation to the asymmetric synthesis of α,β-diamino acid and alcohol are described. Possible mechanisms for these reactions are proposed. © 1990.

引用

页码：977 / 980

页数：4

共 15 条

[1] THE ASYMMETRIC-SYNTHESIS OF BETA-LACTAM ANTIBIOTICS .1. APPLICATION OF CHIRAL OXAZOLIDONES IN THE STAUDINGER REACTION
EVANS, DA
SJOGREN, EB
[J]. TETRAHEDRON LETTERS, 1985, 26 (32) : 3783 - 3786
[2] ASYMMETRIC-SYNTHESIS OF ALPHA-ALKYLATED ALPHA-AMINO-ACIDS VIA SCHMIDT REARRANGEMENT OF ALPHA,ALPHA-BISALKYLATED BETA-KETO-ESTERS
GEORG, GI
GUAN, XM
KANT, J
[J]. TETRAHEDRON LETTERS, 1988, 29 (04) : 403 - 406
[3] Jung M. J., 1985, CHEM BIOCH AMINO ACI, P227
[4] NOVEL APPROACHES TO THE ASYMMETRIC-SYNTHESIS OF PEPTIDES
OJIMA, I
[J]. ACS SYMPOSIUM SERIES, 1982, 185 : 109 - 138
[5] ASYMMETRIC ALKYLATION OF CHIRAL BETA-LACTAM ESTER ENOLATES - A NEW APPROACH TO THE SYNTHESIS OF ALPHA-ALKYLATED ALPHA-AMINO-ACIDS
OJIMA, I
QIU, XG
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (21) : 6537 - 6538
[6] ASYMMETRIC-SYNTHESIS WITH CHIRAL BETA-LACTAMS - ALPHA-SUBSTITUTED AROMATIC ALPHA-AMINO-ACIDS AND THEIR DERIVATIVES THROUGH HIGHLY STEREOSELECTIVE ALKYLATIONS
OJIMA, I
CHEN, HJC
NAKAHASHI, K
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (01) : 278 - 281
[7] NEW APPROACHES TO THE ASYMMETRIC-SYNTHESIS OF NON-PROTEINOGENIC ALPHA-AMINO-ACIDS AND DIPEPTIDES THROUGH CHIRAL BETA-LACTAM INTERMEDIATES
OJIMA, I
CHEN, HJC
QIU, XG
[J]. TETRAHEDRON, 1988, 44 (17) : 5307 - 5318
[8] OJIMA I, 1989, IN PRESS J AM CHEM S, V111
[9] STEREOCHEMICALLY CONSTRAINED PEPTIDES - THEORETICAL AND EXPERIMENTAL STUDIES ON THE CONFORMATIONS OF PEPTIDES CONTAINING 1-AMINOCYCLOHEXANECARBOXYLIC ACID
PAUL, PKC
SUKUMAR, M
BARDI, R
PIAZZESI, AM
VALLE, G
TONIOLO, C
BALARAM, P
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (20) : 6363 - 6370
[10] STEREOSELECTIVE ALKYLATION OF GLYCINE UNITS IN DIPEPTIDE DERIVATIVES - CHIRALITY TRANSFER VIA A PIVALALDEHYDE N,N-ACETAL CENTER
POLT, R
SEEBACH, D
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (07) : 2622 - 2632

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