STUDIES IN BASE-CATALYZED ALLENIC OXY-COPE REARRANGEMENT - AN EXPEDIENT SYNTHESIS OF FUNCTIONALIZED BICYCLO[4.3.0] AND BICYCLO[4.4.0] SYSTEMS AND 3,5-CYCLOUNDECADIEN-1-ONE

被引:22
作者
BALAKUMAR, A [1 ]
JANARDHANAM, S [1 ]
RAJAGOPALAN, K [1 ]
机构
[1] UNIV MADRAS,DEPT ORGAN CHEM,GUINDY CAMPUS,MADRAS 600025,TAMIL NADU,INDIA
关键词
D O I
10.1021/jo00072a035
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The base-catalyzed oxy-Cope rearrangement of systems incorporating an allenic pi system was studied. The rearrangement incidentally leads to functionalized bicyclo[4.3.0]nonane 15, bicyclo[4.4.0]decanes 6 and 10, and 3,5-cycloundecadien-1-one 20. The effect of ring size and nature of the base on the rearrangement was also studied.
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页码:5482 / 5486
页数:5
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