Nickel-catalyzed, carbonyl-ene-type reactions: Selective for alpha olefins and more efficient with electron-rich aldehydes

被引：45

作者：

Ho, CY ^{[1
]}

Ng, SS ^{[1
]}

Jamison, TF ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 16期

关键词：

D O I：

10.1021/ja061471+

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Described are several classes of unusual or unprecedented carbonyl-ene-type reactions, including those between alpha olefins and aromatic aldehydes. Catalyzed by nickel, these processes complement existing Lewis acid-catalyzed methods in several respects. Not only are monosubstituted alkenes, aromatic aldehydes, and tert-alkyl aldehydes effective substrates, but monosubstituted olefins also react faster than those that are more substituted, and large or electron-rich aldehydes are more effective than small or electron-poor ones. Conceptually, in the presence of a nickel-phosphine catalyst, the combination of off-the-shelf alkenes, silyl triflates, and triethylamine functions as a replacement for an allylmetal reagent. Copyright © 2006 American Chemical Society.

引用

页码：5362 / 5363

页数：2

共 24 条

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