Regioselective Hydroacylation of 1,3-Dienes by Cobalt Catalysis

被引:144
作者
Chen, Qing-An [1 ]
Kim, Daniel K. [1 ]
Dong, Vy M. [1 ]
机构
[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
基金
美国国家卫生研究院;
关键词
FORMING TRANSFER HYDROGENATION; ALDEHYDE OXIDATION LEVEL; DIRECT INTERMOLECULAR HYDROACYLATION; ASYMMETRIC ALKENE HYDROGENATION; REDUCTIVE 3+2 CYCLOADDITION; TRANSITION-METAL-COMPLEXES; N-HETEROCYCLIC CARBENES; INTRAMOLECULAR HYDROACYLATION; ENANTIOSELECTIVE SYNTHESIS; ALKYNE HYDROACYLATION;
D O I
10.1021/ja500268w
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We describe a cobalt-catalyzed hydroacylation of 1,3-dienes with non-chelating aldehydes. Aromatic aldehydes provide 1,4-addition products as the major isomer, while aliphatic aldehydes favor 1,2-hydroacylation products. The kinetic profile supports an oxidative cyclization mechanism involving a cobaltacycle intermediate that undergoes transformation with high regio- and stereoselectivity.
引用
收藏
页码:3772 / 3775
页数:4
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