A new synthetic route to (3R,4S)-3-hydroxy-4-phenylazetidin-2-one as a taxol side chain precursor

被引：35

作者：

Song, CE

Lee, SW

Roh, EJ

Lee, SG

Lee, WK

机构：

[1] Korea Inst Sci & Technol, Div Appl Sci, Seoul 130650, South Korea

[2] Sogang Univ, Dept Chem, Seoul 121742, South Korea

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 06期

关键词：

D O I：

10.1016/S0957-4166(98)00049-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new synthetic route to (3R,4S)-3-hydroxy-4-phenylazetidin-2-one an important precursor for the paclitaxel side chain, has been developed using intramolecular cyclization of N-(p-methoxyphenyl) (2S,3R)-2-acetoxy-3-bromo-3-phenylpropionamide which can be easily obtained by catalytic asymmetric dihydroxylation of N-(p-methoxyphenyl)-trans-cinnamide, followed by bromoacetylation. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：983 / 992

页数：10

共 56 条

[41] 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 [J].