Fully intermolecular nickel-catalyzed three-component couplings via internal redox

被引:65
作者
Herath, Ananda [1 ]
Li, Wei [1 ]
Montgomery, John [1 ]
机构
[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
关键词
D O I
10.1021/ja0781846
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two distinct nickel-catalyzed fully intermolecular three-component couplings are described. The catalytic addition of enals, alkynes, and alcohols provided gamma,delta-unsaturated esters, whereas the catalytic addition of enones, alkynes, and aldehydes provides stereodefined, unsymmetrical 2-allyl-1,3-diketones. An internal redox process allows the reactions to proceed in the absence of reducing agents. On the basis of deuterium-labeling studies, a likely mechanistic pathway is proposed.
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页码:469 / +
页数:4
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