SOME DIASTEREOSELECTIVE RADICAL REACTIONS OF SUBSTITUTED 1,3-DIOXOLAN-4-ONES

被引:24
|
作者
BECKWITH, ALJ
CHAI, CLL
机构
[1] Research School of Chemistry, Australian National University, Canberra, ACT 2001, Australia
关键词
D O I
10.1016/S0040-4020(01)88012-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The radical 3, generated (i) from reactions of 5-substituted 2-tert-butyl-1,3-dioxolan-4-ones with N-bromosuccinimide, (ii) from related bromo compounds by reaction with tributylstannane or with allyltributyltin, and (iii) by radical addition to 5-methylene-1,3-dioxolan-4-one, undergoes carbon-bromine, carbon-hydrogen, and carbon-carbon bond formation trans to the tert-butyl group with moderate to high diastereoselectivity
引用
收藏
页码:7871 / 7882
页数:12
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