SYNTHESIS OF A NEW-TYPE OF CONFORMATIONALLY CONSTRAINED ALPHA,ALPHA-DISUBSTITUTED-BETA-AMINO ACIDS AND BETA-LACTAMS IN ENANTIOMERICALLY PURE FORM

被引：13

作者：

AVENOZA, A

CATIVIELA, C

PARIS, M

PEREGRINA, JM

机构：

[1] UNIV ZARAGOZA,CSIC,INST CIENCIA MAT ARAGON,DEPT ORGAN CHEM,E-50009 ZARAGOZA,SPAIN

[2] UNIV LA RIOJA,DEPT CHEM ORGAN CHEM,EDIFICIO CIENT TECN,SECC CIENCIAS,E-26001 LOGRONO,SPAIN

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 06期

关键词：

D O I：

10.1016/0957-4166(95)00174-N

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Optically active cis-,8a and 8b, and trans-1-aminomethyl-2-phenylcyclohexane-1-carboxylic acids, 9a and 9b, were obtained starting from 1,3-butadiene using Diels-Alder cycloadditions with chiral (E)-2-cyanocinnamates as key steps and following a protocol of stereocontrolled reactions. Subsequent cyclization of these conformationally constrained p-amino acids led to the corresponding alpha,alpha- disubstituted-beta-lactams 10a, 10b, 11a and 11b in enantiomerically pure forms.

引用

页码：1409 / 1418

页数：10

共 22 条

[1] REACTION OF CYCLOPENTADIENE WITH (E)-2-CYANOCINNAMATE OF (S)-ETHYL LACTATE [J].