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

SYNTHESIS OF HIGHLY FUNCTIONALIZED TROPOLONES BY RHODIUM(II)-CATALYZED REACTIONS OF VINYLDIAZOMETHANES WITH OXYGENATED DIENES
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DOI:
10.1016/s0040-4020(01)89604-6
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发表时间:
1994-08-15
期刊:
影响因子:
2.1
通讯作者:
CLARK, TJ
CLARK, TJ
中科院分区:
化学3区
文献类型:
--
作者:
DAVIES, HML;CLARK, TJ

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在含氧二烯存在下,铑 (II) 催化乙烯基重氮甲烷分解为乙烯基类胡萝卜素,通过串联环丙烷化/Cope 重排实现环庚二烯的区域选择性合成。所得环庚二烯很容易水解和氧化,从而可以非常直接和通用地合成高度官能化的托酚酮。
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.