ASYMMETRIC-SYNTHESIS OF BETA-LACTAMS - HIGHLY DIASTEREOSELECTIVE ALKYLATION OF CHIRAL 2-CYANO ESTERS

被引：48

作者：

CATIVIELA, C

DIAZDEVILLEGAS, MD

GALVEZ, JA

机构：

[1] Instituto de Ciencia de Materiales de Aragón, Departamento de Química Orgánica, Universidad de Zaragoza-C.S.I.C.

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 09期

关键词：

D O I：

10.1021/jo00088a034

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enolates derived from 10-(dicyclohexylsulfamoyl)isobornyl 2-substituted-2-cyanoacetates were alkylated with very good yield and high diastereoselectivity. The reduction of the resulting reaction products and subsequent cyclization of the p-amino acids led to the corresponding beta-lactam in high yields. This result paves the way for the development of a versatile and efficient asymmetric synthesis of enantiomerically pure (R)- and (S)-C(3)-disubstituted beta-lactams.

引用

页码：2497 / 2505

页数：9

共 39 条

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