EFFICIENT AND PRACTICAL ASYMMETRIC-SYNTHESIS OF THE TAXOL C-13 SIDE-CHAIN, N-BENZOYL-(2R,3S)-3-PHENYLISOSERINE, AND ITS ANALOGS VIA CHIRAL 3-HYDROXY-4-ARYL-BETA-LACTAMS THROUGH CHIRAL ESTER ENOLATE-IMINE CYCLOCONDENSATION

被引：211

作者：

OJIMA, I ^{[1
]}

HABUS, I ^{[1
]}

ZHAO, MZ ^{[1
]}

GEORG, GI ^{[1
]}

JAYASINGHE, LR ^{[1
]}

机构：

[1] UNIV KANSAS,DEPT MED CHEM,LAWRENCE,KS 66045

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 05期

关键词：

D O I：

10.1021/jo00005a003

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient chiral ester enolate-imine condensation giving 3-hydroxy-4-aryl-beta-lactams with > 96% ee is successfully applied to the asymmetric synthesis of the enantiomerically pure taxol C-13 side chain, N-benzoyl-(2R,3S)-3-phenylisoserine, and its analogues.

引用

页码：1681 / 1683

页数：3

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