STEREOSELECTIVE AMINATION OF CHIRAL ENOLATES - SYNTHESIS OF CHIRAL KEY INTERMEDIATES FOR BETA-LACTAM ANTIBIOTICS

被引：12

作者：

CATIVIELA, C

DIAZDEVILLEGAS, MD

GALVEZ, JA

机构：

[1] Instituto di Ciencia de Materiales de Aragón, Departamento de Quimica Organica, Universidad de Zaragoza-CSIC

来源：

TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 08期

关键词：

D O I：

10.1016/0957-4166(94)80114-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Stereoselective enolate trapping of lithium (1S,2R,4R)-1O-dicyclohexylsulfamoylisobornyl-2-cyano-3-phenylpropanoate with O-(diphenylphosphinyl) hydroxylamine followed by appropriate reduction, hydrolysis, and cyclisation processes allows the asymmetric synthesis of (S)-3-amino-3-benzyl-2-azetidinone.

引用

页码：1465 / 1468

页数：4

共 14 条

[1] SYNTHESIS OF (R)-3-ALKYL-3-BENZYL-2-AZETIDINONES IN ENANTIOMERICALLY PURE FORM
CATIVIELA, C
DIAZDEVILLEGAS, MD
GALVEZ, JA
[J]. TETRAHEDRON-ASYMMETRY, 1993, 4 (02) : 229 - 238
[2] ASYMMETRIC-SYNTHESIS OF BETA-LACTAMS - HIGHLY DIASTEREOSELECTIVE ALKYLATION OF CHIRAL 2-CYANO ESTERS
CATIVIELA, C
DIAZDEVILLEGAS, MD
GALVEZ, JA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (09) : 2497 - 2505
[3] SYNTHESIS OF (R)-3-BENZYL-3-METHYL-2-AZETIDINONE AND (S)-3-BENZYL-3-METHYL-2-AZETIDINONE IN ENANTIOMERICALLY PURE FORM
CATIVIELA, C
DIAZDEVILLEGAS, MD
GALVEZ, JA
[J]. TETRAHEDRON-ASYMMETRY, 1992, 3 (09) : 1141 - 1144
[4] CHRISTENSON J, 1985, Drugs of the Future, V10, P967
[5] CHRISTENSON J, 1987, DRUGS FUTURE, V12, P1149
[6] MONOBACTAMS - THE CONVERSION OF 6-APA TO (S)-3-AMINO-2-OXOAZETIDINE-1-SULFONIC ACID AND ITS 3(RS)-METHOXY DERIVATIVE
CIMARUSTI, CM
APPLEGATE, HE
CHANG, HW
FLOYD, DM
KOSTER, WH
SLUSARCHYK, WA
YOUNG, MG
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (01) : 179 - 180
[7] RECENT DEVELOPMENTS IN THE FIELD OF BETA-LACTAM ANTIBIOTICS
DURCKHEIMER, W
BLUMBACH, J
LATTRELL, R
SCHEUNEMANN, KH
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (03): : 180 - 202
[8] RECENT DEVELOPMENTS IN THE STEREOSELECTIVE SYNTHESIS OF ALPHA-AMINO-ACIDS
DUTHALER, RO
[J]. TETRAHEDRON, 1994, 50 (06) : 1539 - 1650
[9] MONOBACTAMS - STEREOSPECIFIC SYNTHESIS OF (S)-3-AMINO-2-OXOAZETIDINE-1-SULFONIC ACIDS
FLOYD, DM
FRITZ, AW
CIMARUSTI, CM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (01) : 176 - 178
[10] KOPPEL GA, 1982, SMALL RING HETEROCYC

← 1 2 →