SYNTHESIS OF OPTICALLY-ACTIVE T-BUTYL (3R,5S)-3,5-ISOPROPYLIDENEDIOXY-6-HEPTYNOATE THROUGH BAKERS-YEAST REDUCTION OF METHYL 3-OXO-4-PENTYNOATE

被引：24

作者：

ANSARI, MH ^{[1
]}

KUSUMOTO, T ^{[1
]}

HIYAMA, T ^{[1
]}

机构：

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

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 51期

关键词：

D O I：

10.1016/S0040-4039(00)61408-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Baker's yeast reduction of methyl 3-oxo-4-pentynoate gave the corresponding (S)-3-hydroxy ester (80% e.e.), whereas its 5-trimethylsilyl derivative gave the (R)-enantiomer (82% e.e.). The (S)-alcohol was led to optically active t-butyl (3R,5S)-3,5-isopropylidenedioxy-6-heptynoate, a versatile synthetic intermediate of artificial HMG-CoA reductase inhibitors.

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页码：8271 / 8274

页数：4

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