Synthesis of benzonorcaradienes by gold(I)-catalyzed [4+3] annulation

被引:146
作者
Gorin, David J. [1 ]
Dube, Pascal [1 ]
Toste, F. Dean [1 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
关键词
D O I
10.1021/ja066694e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A formal [4 + 3]-annulation of vinyl arenes and diynyl propargyl esters is described. A mechanism involving cationic phosphinegold(I)-catalyzed tandem cyclopropanation/hydroarylation to produce the benzonorcaradiene products is proposed. In accord with this mechanism, the alkynyl cyclopropane can also be prepared with excellent regio- and diastereocontrol. Copyright © 2006 American Chemical Society.
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页码:14480 / 14481
页数:2
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