CONCISE ENANTIOSELECTIVE SYNTHESIS OF (+)-ASPERLIN BY APPLICATION OF THE SHARPLESS KINETIC RESOLUTION TO 2-FURYLMETHANOL DERIVATIVES BEARING ALKENYL MOIETY ON THE SIDE-CHAIN

被引：31

作者：

HONDA, T

SANO, N

KANAI, K

机构：

[1] Institute of Medicinal Chemistry, Hoshi University, Shinagawa, Tokyo, 142

来源：

HETEROCYCLES | 1995年 / 41卷 / 03期

关键词：

D O I：

10.3987/COM-94-7001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A reaction of (+/-)-(E)-1-(2-furyl)but-2-en-1-ol (1) under the Sharpless asymmetric oxidation condition using 30 mol% of D-(-)-diisopropyl tartrate (DIPT), 25 mol% of titanium tetraisopropoxide and 120 mol% of tert-butyl hydroperoxide (TBHP) afforded the (S)-epoxide (3), in 42% yield with high optical purity, which was further converted into an antitumour antibiotic, asperlin (10).

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页码：425 / 429

页数：5

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