A STEREOSELECTIVE SYNTHESIS OF A KEY 1-BETA-METHYLCARBAPENEM INTERMEDIATE VIA A DIASTEREOSELECTIVE DECARBOXYLATION

被引：22

作者：

CHOI, WB

CHURCHILL, HRO

LYNCH, JE

THOMPSON, AS

HUMPHREY, GR

VOLANTE, RP

REIDER, PJ

SHINKAI, I

机构：

[1] Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 15期

关键词：

D O I：

10.1016/0040-4039(94)85197-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(3S,4S)-3-[(R)-1-(t-Butyldimethylsilyloxy)ethyl]-4-[(R)-1-carboxyethyl]-2-azetidinone 7a was prepared from (3R,4R)-4-acetoxy-3-[(R)-1-t-butyldimethylsilyloxy)ethyl]-2-azetidinone 3 via a sequence involving coupling with 2,2,5-trimethyl-1,3-dioxan-4,6-dione 4, N-silylation, solvolysis of the methylmeldrum's acid moiety and a stereoselective acid catalyzed decarboxylation.

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页码：2275 / 2278

页数：4

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