A NOVEL REGIOSPECIFIC AND STEREOSPECIFIC HYDROHALOGENATION REACTION OF 2-PROPYNOIC ACID AND ITS DERIVATIVES

被引：154
作者：
MA, S [1 ]
LU, XY [1 ]
LI, ZG [1 ]
机构：
[1] ACAD SINICA,SHANGHAI INST ORGAN CHEM,345 LINGLING LU,SHANGHAI 200032,PEOPLES R CHINA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 02期
关键词：
D O I：
10.1021/jo00028a055
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
2-Propynoic acid and its derivatives are hydrohalogenated regio- and stereospecifically by reaction with lithium halides in acetic acid, or preferably with 1 equiv of acetic acid in refluxing CH3CN, to afford the thermodynamically unfavorable (Z)-3-halopropenoic acids and their derivatives as sole products. A rationale for the regio- and stereospecificity is briefly discussed.
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页码：709 / 713
页数：5
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