STEREOSELECTIVE SYNTHESIS OF (S)-13-HYDROXY OCTADECA-(9Z,11E)-DIENOIC AND (9Z,11E,15Z)-TRIENOIC ACIDS - SELF-DEFENSIVE SUBSTANCES AGAINST RICE BLAST DISEASE

被引：35

作者：

YADAV, JS

DESHPANDE, PK

SHARMA, GVM

机构：

[1] Organic Chemistry Division-I Indian Institute of Chemical Technology, Hyderabad

来源：

TETRAHEDRON | 1992年 / 48卷 / 21期

关键词：

CORIOLIC ACID; 15,16-DIDEHYDROCORIOLIC ACID; CHLOROVINYLALCOHOLS; BROMOVINYLALCOHOLS; CHIRAL ALKYNOLS;

D O I：

10.1016/S0040-4020(01)80454-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly stereoselective synthesis of [(S)-coriolic acid] (1) and first total synthesis of (S)-15,16-didehydrocoriolic acid (2) by a Pd-degrees-CuI catalysed coupling of (S)-halovinylalcohol with acetylenic moiety is described. The required optically pure chlorovinylalcohols or bromovinylalcohols have been prepared from epoxy chlorides, obtained by Sharpless asymmetric epoxidation of allylic alcohols.

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页码：4465 / 4474

页数：10

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