ON THE REGIOSELECTIVITY OF COUPLING OF SUBSTITUTED ALLYL RADICALS - STERIC VERSUS FMO CONTROL

被引:15
作者
PASTO, DJ
LHERMINE, G
机构
[1] Department of Chemistry, Biochemistry University of Notre Dame, Notre Dame
关键词
ALLYL; RADICALS; SULFENATES; COUPLING; REGIOSELECTIVITY; STERIC CONTROL; FMO CONTROL;
D O I
10.1016/S0040-4020(01)90155-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The photo-induced decomposition of substituted-homoallylic 4-nitrobenzenesulfenates produces substituted allyl radicals which undergo dimerization and coupling with the 4-nitrobenzenethiyl radical. The regioselectivity of the dimerization of the allyl radicals is controlled by both steric and FMO properties depending on the nature of the substituent.
引用
收藏
页码:3259 / 3272
页数:14
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