A General Strategy for Regiocontrol in Nickel-Catalyzed Reductive Couplings of Aldehydes and Alkynes

被引：133

作者：

Malik, Hasnain A. ^{[1
]}

Sormunen, Grant J. ^{[1
]}

Montgomery, John ^{[1
]}

机构：

[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 18期

关键词：

BOND-FORMING HYDROGENATION; N-HETEROCYCLIC CARBENES; ALLYLIC ALCOHOLS; OLEFIN METATHESIS; IMINE VINYLATION; LIGAND; REGIOSELECTIVITY; CARBONYL; CYCLOPROPENYLIDENES; COMPLEXES;

D O I：

10.1021/ja102262v

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A strategy for catalyst-controlled regioselectivity in aldehyde-alkyne reductive couplings has been developed. This strategy is the first where either regiochemical outcome may be selected for a broad range of couplings, without relying on substrate biases or directing effects. The complementary use of small cyclopropenylidene carbene ligands or highly hindered N-heterocyclic carbene ligands allows the regiochemical reversal with unbiased internal alkynes, aromatic internal alkynes, conjugated enynes, or terminal alkynes.

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页码：6304 / +

页数：3

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