VINYLIC NONIONIC SUBSTITUTIONS OF ETHYL (E)-3-CHLORO-2-CYANO-3-PHENYLPROPENOATE AND (Z)-3-CHLORO-2-CYANO-3-PHENYLPROPENOATE BY ALCOHOLS

被引：1

作者：

JALANDER, LF

机构：

[1] Department of Organic Chemistry, Åbo Akademi Akademigatan 1

来源：

SYNTHETIC COMMUNICATIONS | 1993年 / 23卷 / 16期

关键词：

D O I：

10.1080/00397919308013787

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The title compounds were prepared and the stereochemistry of the nonionic vinylic substitutions by methanol, ethanol, propanol, propanol, and allylalcohol with ethyl (E)- and (Z)-3-chloro-2-cyano-3-phenylpropenoate (2E,2Z) in the presence of potassium carbonate, triethylamine and N-methyl-2-pyrrolidone were studied. The reactions with the alcohols gave ethyl (E)-3-alkoxy-2-cyano-3-phe- nylpropenoate, independent of the configuration of the starting chloropropenoate (2E and 2Z). The configuration of the reaction products were assigned from NOESY 2D NMR spectra.

引用

页码：2293 / 2302

页数：10

共 12 条

[1] KINETICS OF REACTIONS OF THIOLATE IONS WITH ALPHA-NITRO BETA-SUBSTITUTED STILBENES IN 50-PERCENT ME2SO-50-PERCENT WATER - OBSERVATION OF THE INTERMEDIATE IN NUCLEOPHILIC VINYLIC SUBSTITUTION-REACTIONS [J].