PHOTOCYCLOADDITIONS OF SOME ALKYL KETONES TO 1,2-DICYANOETHYLENE, MALEIC ANHYDRIDE, AND 1-METHOXY-1-BUTENE

被引:32
作者
TURRO, NJ
WRIEDE, PA
机构
[1] Department of Chemistry, Columbia University, New York
关键词
D O I
10.1021/jo01263a073
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The photocycloadditions of several alkyl ketones to 1,2-dicyanoethylene, maleic anhydride, and 1-methoxy-1-butene are described. The cycloadditions are stereospecific in the case of the dicyanoethylenes but nonstereospecific in the case of 1-methoxy-1-butene. Photosensitized geometric isomerization of the ethylenes is an important side reaction. A discussion is given of the scope of these photocycloadditions and the factors which control yields and stereospecificity. © 1969, American Chemical Society. All rights reserved.
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页码:3562 / &
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