A STEREOSELECTIVE SYNTHESIS OF (Z)-TRIFLUOROMETHYLATED AND (E)-TRIFLUOROMETHYLATED ALPHA,BETA-UNSATURATED ESTERS VIA INTRAMOLECULAR WITTIG REACTION

被引：25

作者：

SHEN, YC

GAO, S

机构：

[1] Shanghai Institute of Organic Chemistry, Academia Sinica, Shanghai 200032

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 17期

关键词：

D O I：

10.1021/jo00069a014

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Fluorinated dicarbonyl triphenylphosphoranes 1 reacted with a variety of Grignard reagents to give beta-oxido alidase 2. Treatment of 2 with acetic acid or saturated aqueous methylamine hydrochloride, followed by elimination of triphenylphosphine oxide, gave trifluoromethylated alpha,beta-unsaturated esters with the Z-isomers being the major products; while treatment of 2 with 5% aqueous hydrochloric acid under the same conditions afforded predominately E-isomers of the title compounds.

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页码：4564 / 4566

页数：3

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