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

页码：4201 / 4210

页数：10