SYNTHESIS OF HIGHLY FUNCTIONALIZED HOMOCHIRAL AZETIDINES AND AZETIDINE-2-CARBOXYLIC ESTERS

被引：25
|
作者：
DUREAULT, A
PORTAL, M
CARREAUX, F
DEPEZAY, JC
机构：
[1] Université René Descartes, Laboratoire de Chimie et Biochemie Pharmacologiques et Toxicologiques, associé au CNRS, F-75270 Paris Cedex 06
来源：
TETRAHEDRON | 1993年 / 49卷 / 20期
关键词：
POLYHYDROXYLATED AZETIDINES; 2-CARBOMETHOXY-3-HYDROXY-AZETIDINES; 2-HYDROXYMETHYL-3-AZETIDINONE;
D O I：
10.1016/S0040-4020(01)85738-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Homochiral (2S, 3S)-3-benzyloxy-2-formyl-azetidines 2, (2S, 3S)-3-benzyloxy-2-carbomethoxy--azetidines 3 and the highly strained (2S)-N-p-methoxyphenyl-2-silyloxymethyl-3-azetidinone 4 were successfully synthesized starting from diethyl-L-tartrate. The suitably functionalized azetidine ring is formed in a single synthetic operation with minimum protecting group chemistry.
引用
收藏
页码：4201 / 4210
页数：10
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