Room temperature hydroalkylation of electron-deficient olefins:: sp3 C-H functionalization via a Lewis acid-catalyzed intramolecular redox event

被引:211
作者
Pastine, SJ [1 ]
McQuaid, KM [1 ]
Sames, D [1 ]
机构
[1] Columbia Univ, Dept Chem, New York, NY 10027 USA
关键词
D O I
10.1021/ja053337f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A practical method for the intramolecular hydroalkylation of electron-deficient olefins has been developed. The direct transformation of benzylic, tertiary, and sterically hindered secondary sp3 C-H bonds into C-C bonds under the action of a catalytic amount of a variety of Lewis acids is described. The mechanism of these transformations is proposed to involve a tandem hydride transfer/cyclization sequence. Copyright © 2005 American Chemical Society.
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页码:12180 / 12181
页数:2
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