SOME OBSERVATIONS REGARDING THE STEREOCHEMICAL COURSE OF IMINIUM ION REDUCTIONS - AN EXAMPLE OF THE SIZE DIFFERENCE BETWEEN SODIUM CYANOBOROHYDRIDE AND SODIUM TRIACETOXYBOROHYDRIDE

被引:15
作者
HART, DJ
LEROY, V
机构
[1] Department of Chemistry, The Ohio State University, Columbus
基金
美国国家卫生研究院;
关键词
D O I
10.1016/0040-4020(95)00253-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The stereochemical course of reductions of iminium ions with sodium cyanoborohydrite and sodium triacetoxyborohydride was examined within the context of model studies directed toward the synthesis of the quinolizidine alkaloid clavepictine A. Conformational preferences of the iminium ion and and effective size of me reducing agent were shown play a role in determining reduction stereochemistry.
引用
收藏
页码:5757 / 5770
页数:14
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