REVERSAL OF REGIOSELECTIVITY WITH INCREASING RING SIZE OF ALKENE COMPONENT IN [2+2] PHOTOADDITIONS

被引:27
作者
LANGE, GL
ORGAN, MG
LEE, M
机构
[1] Guelph-Waterloo Centre for Graduate Work in Chemistry Department of Chemistry, Biochemistry University of Guelph, Guelph
关键词
D O I
10.1016/S0040-4039(00)97707-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Photoaddition of cyclohexenones 1a or 1b to methyl cyclobutene- (2), cyclopentene- (5) or cyclohexenecarboxylate (9) shows a gradual reversal of regioselectivity from head-to-head (3a/b) to head-to-tail adducts (11a/b). These results are inconsistent with the generally accepted dipolar interaction model. © 1990.
引用
收藏
页码:4689 / 4692
页数:4
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