A MILD 2-STEP HYDROLYSIS OF GAMMA,DELTA-UNSATURATED ANILIDES

被引:11
作者
METZ, P
机构
[1] Organisch-Chemisches Institut der Universität Münster, D-4400 Münster
关键词
D O I
10.1016/S0040-4020(01)80151-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Iodolactonization of gamma,delta-unsaturated anilides 2 in the presence of water and subsequent reduction of the resultant iodolactones 3 using zinc in acetic acid yield the carboxylic acids 4 without significant epimerization alpha to the carbonyl group. The diastereoselectivity inherent in iodolactonizations of anilides 2 resembles the kinetic stereoselection found for the corresponding transformations of related carboxylic acids.
引用
收藏
页码:6367 / 6374
页数:8
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