REACTION OF SINGLET OXYGEN WITH ALKENYLIDENECYCLOPROPANES - IMPLICATION FOR A PEROXYALLYL INTERMEDIATE

被引:29
作者
AKASAKA, T [1 ]
MISAWA, Y [1 ]
ANDO, W [1 ]
机构
[1] UNIV TSUKUBA,DEPT CHEM,TSUKUBA,IBARAKI 305,JAPAN
关键词
D O I
10.1016/S0040-4039(00)88757-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Photosensitized oxygenation of adamantenylidenecyciopropanes (1) gave either the corresponding oxetanones (2a-c) or the cyclic ketones (4 and 5) depending on the substituent on the cyclopropane ring in addition to adamantanone. The results are rationalized in terms of initial formation of a perepoxide followed by that of a peroxyallyl intermediate. © 1990.
引用
收藏
页码:1173 / 1176
页数:4
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