双核镍催化下 α-酮芳酰胺与硝基烯烃的 syn-选择性催化不对称 1,4-加成反应。
syn-Selective catalytic asymmetric 1,4-addition of alpha-ketoanilides to nitroalkenes under dinuclear nickel catalysis.
机构信息
Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
出版信息
Org Lett. 2010 Jul 16;12(14):3246-9. doi: 10.1021/ol101185p.
PMID:20550150
Abstract
A syn-selective catalytic asymmetric 1,4-addition of alpha-ketoanilides to nitroalkenes is described. The homodinuclear Ni(2)-Schiff base 1b complex was suitable for the reaction, and products were obtained in 61-92% yield, 8.3:1 --> 20:1 syn-selectivity, and 72-98% ee. Stereoselective transformation of the 1,4-adduct to a trisubstituted pyrrolidine was also performed.
摘要
本文描述了一种α-酮苯甲酰胺与硝基烯烃的对映选择性 1,4-加成反应。双核镍（2）-席夫碱 1b 配合物适合该反应，产物收率为 61-92%，对映选择性为 8.3:1-20:1，ee 值为 72-98%。还对 1,4-加成产物进行了立体选择性转化为三取代吡咯烷。
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