PREPARATION OF 1-METHOXYCARBONYL-1-TERT-BUTYLDIMETHYLSILYLOXY EPOXIDES - THEIR TRANSFORMATION INTO 3-HYDROXY 2-ACETAL-ESTERS AND CERTAIN 3-HYDROXY 2-KETO-ESTERS

被引：5

作者：

PUJOL, B ^{[1
]}

SABATIER, R ^{[1
]}

DRIGUEZ, PA ^{[1
]}

DOUTHEAU, A ^{[1
]}

机构：

[1] INST NATL SCI APPL,DEPT BIOCHIM,CHIM ORGAN LAB,20 AVE ALBERT EINSTEIN,F-69621 VILLEURBANNE,FRANCE

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 11期

关键词：

SILYL ENOL ETHERS; SILYLOXY EPOXIDES; 3-HYDROXY; 2-ACETAL-ESTERS; 2-KETO-ESTERS;

D O I：

10.1016/S0040-4039(00)91643-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The peracid oxidation of methyl 2-(t-butyldimethylsilyloxy)-2-alkenoates 2 furnished the corresponding epoxides 3 in good yields. The regiospecific opening of the latter compounds with methanol afforded 3-hydroxy 2-acetal-esters 4. When alkyl disubstituted in position 3, compounds 3 or 4 could be deprotected to give rise to 3-hydroxy 2-keto-esters 5.

引用

页码：1447 / 1450

页数：4

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