SYNTHESIS OF HIGHLY FUNCTIONALIZED TROPOLONES BY RHODIUM(II)-CATALYZED REACTIONS OF VINYLDIAZOMETHANES WITH OXYGENATED DIENES

被引:32
作者
DAVIES, HML
CLARK, TJ
机构
[1] Department of Chemistry, Wake Forest University, Winston-Salem, NC 27109
关键词
D O I
10.1016/S0040-4020(01)89604-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Rhodium(II) catalyzed decomposition of vinyldiazomethanes to vinylcarbenoids in the presence of oxygenated dienes leads to the regioselective synthesis of cycloheptadienes by a tandem cyclopropanation/Cope rearrangement. The resulting cycloheptadienes are readily hydrolyzed and oxidized, leading to a very direct and general synthesis of highly functionalized tropolones.
引用
收藏
页码:9883 / 9892
页数:10
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