Gold(I)- and gold(III)-catalyzed cycloisomerization of allenynes:: A remarkable halide effect

被引:141
作者
Lemiere, Gilles
Gandon, Vincent
Agenet, Nicolas
Goddard, Jean-Philippe
de Kozak, Ariel
Aubert, Corinne
Fensterbank, Louis
Malacria, Max
机构
[1] Univ Paris 06, Inst Chim Mol, CNRS, UMR 7611,Lab Chim Organ, F-75005 Paris, France
[2] Univ Paris 06, CNRS, UMR 7574, Lab Chim Mat Condensee, F-75005 Paris, France
关键词
allenynes; cycloisomerization; gold; halides; homogeneous catalysis;
D O I
10.1002/anie.200602189
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chloride ligands are crucial in the gold-catalyzed cycloisomerization of allenynes to give hydrindienes such as 1, which are formally products of C-H activation and formed completely selectively over the usual Alder-ene products (2; see scheme). This effect could be rationalized by a DFT study that sheds new light on the electrophilic metal-catalyzed cycloisomerization of polyunsaturated systems. (Chemical Equation Presented) © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:7596 / 7599
页数:4
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