ACYL RADICAL CYCLIZATIONS IN SYNTHESIS .2. FURTHER SUBSTITUENT EFFECTS ON THE MODE AND EFFICIENCY OF CYCLIZAION OF 6-HEPTENOYL RADICALS

被引:37
作者
CRICH, D
EUSTACE, KA
FORTT, SM
RITCHIE, TJ
机构
[1] Department of Chemistry, University College London, London WCIH OAJ
关键词
D O I
10.1016/S0040-4020(01)89779-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In án attempt to determine the factors affecting xo-/endo- selectivity in the cyclization of 6-heptenoyl radicals various heteroatom substituted selenol esters were prepared and reacted with tributyltin hydride. The incorporation of a 7-phenylthio moiety results in clean, high yielding, cyclization in the exo- mode. Evidence is adduced for the reversibility of 6-heptenoyl radical cyclizations. © 1990.
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页码:2135 / 2148
页数:14
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