VINYLCYCLOPROPANE OXYGENATION - ANTIDIASTEREOSELECTIVITY THROUGH AN UNEXPECTED TRANSITION-STATE GEOMETRY

被引:28
|
作者
FELDMAN, KS
KRAEBEL, CM
机构
来源
JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 17期
关键词
D O I
10.1021/jo00043a007
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ester-substituted vinylcyclopropanes react with molecular oxygen via a radical-mediated [3-atom + 2-atom] addition to form 1,2-dioxolanes with predominantly anti stereochemistry. The degree of anti stereoselectivity can be controlled by the electronic nature of the radical stabilizing substituent R.
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页码:4574 / 4576
页数:3
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