ADDITIVE PUMMERER REACTIONS OF VINYLIC SULFOXIDES - SYNTHESIS OF GAMMA-HYDROXY-ALPHA,BETA-UNSATURATED ESTERS AND ALPHA-HYDROXYKETONES

被引：23

作者：

CRAIG, D ^{[1
]}

DANIELS, K ^{[1
]}

MACKENZIE, AR ^{[1
]}

机构：

[1] PFIZER LTD,SANDWICH CT13 9NJ,KENT,ENGLAND

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 44期

关键词：

D O I：

10.1016/S0040-4039(00)97086-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of α,β-unsaturated sulphoxides with trifluoroacetic anhydride gives α,β-bis(trifluoroacetoxy)thioethers in near-quantitative yields. Subsequent basic methanolysis gives monomeric and dimeric α-hydroxyaldehydes or αhydroxyketones, depending on the nature of the β-R group. The former undergo Wittig olefination with methoxycarbonylmethylenetriphenylphosphorane to give γ-hydroxy-α,β-unsaturated esters in high overall yields. © 1990.

引用

页码：6441 / 6444

页数：4

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