Tandem gold(I)-catalyzed cyclization/electrophilic cyclopropanation of vinyl allenes

被引：147
|
作者：
Lemiere, Gilles [1 ]
Gandon, Vincent [1 ]
Cariou, Kevin [1 ]
Fukuyama, Takahide [1 ]
Dhimane, Anne-Lise [1 ]
Fensterbank, Louis [1 ]
Malacria, Max [1 ]
机构：
[1] Univ Paris 06, Chim Organ Lab, UMR 7611, CNRS,Inst Chim Mol,FR 2769, F-75252 Paris 05, France
来源：
ORGANIC LETTERS | 2007年 / 9卷 / 11期
关键词：
D O I：
10.1021/ol070788r
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We have developed an expedient method for the synthesis of polycyclic compounds from propargyl acetates or vinyl allenes involving up to three Au(I)-catalyzed elemental steps: 3,3-rearrangement, metalla-Nazarov reaction, and electrophilic cyclopropanation. The reaction proceeds under very mild conditions and in short times. The mechanism has been studied by DFT computations.
引用
收藏
页码：2207 / 2209
页数：3
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