ENANTIOSELECTIVE REDUCTION OF 4-OXO-3-TETRAHYDROTHIOPYRANYL-ACETATES WITH BAKERS-YEAST AND APPLICATION TO THE SYNTHESIS OF A PROSTAGLANDIN INTERMEDIATE IN OPTICALLY PURE FORM

被引：12

作者：

FUJISAWA, T

MOBELE, BI

SHIMIZU, M

机构：

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 48期

关键词：

D O I：

10.1016/0040-4039(91)85038-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bakers' yeast reduction of 4-oxo-3-tetrahydrothiopyranylacetates proceeds with high enantioselectivity, leading to optically pure diastereomeric alcohols. The synthetic utility of the present reaction is demonstrated in an expedient synthesis of (-)-(1S,2S,3S,4R)-3,4-epoxy-2-hydroxyethylcyclopentan-1-ol, a useful prostaglandin intermediate, in optically pure form using the Ramberg-Baecklund reaction as a key step.

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页码：7055 / 7058

页数：4

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