Gold(I)-catalyzed asymmetric cycloisomerization of eneallenes into vinylcyclohexenes

被引：108
作者：
Tarselli, Michael A.
Chianese, Anthony R.
Lee, Stephen J.
Gagne, Michel R. [1 ]
机构：
[1] Univ N Carolina, Chapel Hill, NC 27599 USA
[2] USA, Res Off, Res Triangle Pk, NC 27709 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 35期
关键词：
asymmetric synthesis; C-C coupling; gold; homogeneous catalysis;
D O I：
10.1002/anie.200701959
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) Coming around: Cycloisomerization of eneallenes by cationic gold(I) catalysts produces vinylcyclohexene derivatives in up to 77% ee, using [3,5-xylylbinap-(AuCl)2] and AgOTf additive (see scheme; 3,5-xylyl-binap = 2,2′-bis(di(3,5-xylyl)phosphino)-1, 1′-binaphthyl). The procedure is amenable to the synthesis of mono- and bicyclic products and is tolerant of ester, alcohol, and amide groups. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
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页码：6670 / 6673
页数：4
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