STEREOSELECTIVE REDUCTION OF BETA,DELTA-DIKETO ESTERS DERIVED FROM TARTARIC ACID - A FACILE ROUTE TO OPTICALLY-ACTIVE 6-OXO-3,5-SYN-ISOPROPYLIDENEDIOXYHEXANOATE, A VERSATILE SYNTHETIC INTERMEDIATE OF ARTIFICIAL HMG CO-A REDUCTASE INHIBITORS

被引：33

作者：

MINAMI, T ^{[1
]}

TAKAHASHI, K ^{[1
]}

HIYAMA, T ^{[1
]}

机构：

[1] SAGAMI CHEM RES CTR,4-4-1 NISHIOHNUMA,SAGAMIHARA,KANAGAWA 229,JAPAN

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 03期

关键词：

D O I：

10.1016/0040-4039(93)85115-D

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reduction of beta,delta-diketo esters derived from tartaric acid with HAl(i-Bu)2 gave stereoselectively beta-hydroxy-delta-keto esters which were reduced with NaBH4 and Et2BOMe to beta,delta-syn-dihydroxy esters. This strategy was successfully applied to the synthesis of t-butyl (3R,5S)-6-oxo-3,5-isopropylidenedioxyhexanoate starting from D-tartrate.

引用

页码：513 / 516

页数：4

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