Synthesis of (R)-6,7-dihydro-5-HETE lactone and (S)-6,7-dihydro-5-HETE lactone by using novel yeast reduction as a key reaction

被引：11

作者：

Yamauchi, S ^{[1
]}

Takeda, K ^{[1
]}

Ganaha, M ^{[1
]}

Kinoshita, Y ^{[1
]}

机构：

[1] Ehime Univ, Coll Agr, Matsuyama, Ehime 7908566, Japan

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2002年 / 19期

关键词：

D O I：

10.1039/b206843p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel yeast reduction which gave (1R, 2S)-hydroxy ester 10 and (1S, 5S)-lactone 11 from racemic ketoester 12 was discovered. After 10 and 11 were converted to lactone 15 and 17, enantiomeric excesses were determined as 99% and 95%, respectively. This novel yeast reduction was applied to synthetic study of metabolites of 5-oxo-ETE 1. (R)-6,7-Dihydro- 5-HETE lactone 5 and (S)-6,7-dihydro-5-HETE lactone 6 were synthesized from 15 and 17, respectively.

引用

页码：2156 / 2160

页数：5

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