Zinc-Catalyzed Enantioselective Hydrosilylation of Ketones and Imines under Solvent-Free Conditions

被引:29
作者
Szewczyk, Marcin [1 ]
Bezlada, Agata [1 ]
Mlynarski, Jacek [1 ,2 ]
机构
[1] Jagiellonian Univ, Fac Chem, Ingardena 3, PL-30060 Krakow, Poland
[2] Polish Acad Sci, Inst Organ Chem, Kasprzaka 44-52, PL-01224 Warsaw, Poland
关键词
asymmetric synthesis; hydrosilylation; reduction; solvent-free conditions; zinc; ASYMMETRIC HYDROSILYLATION; CARBONYL-COMPOUNDS; EFFICIENT HYDROSILYLATION; IRON; REDUCTION; POLYMETHYLHYDROSILOXANE; METAL; ACETATE; PYBOX; COMPLEXES;
D O I
10.1002/cctc.201601140
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The zinc acetate promoted asymmetric hydrosilylation of various ketones and imines under solvent-free conditions was examined by using an unprecedented low catalyst loading. Exposure of ketones to 0.05 mol% Zn-based chiral diamine complex in the presence of triethoxysilane afforded enantioenriched alcohols in excellent yields (up to 98%) and enantioselectivities (up to 97% ee). This methodology also allowed for the chemoselective 1,2-reduction of alpha,beta-unsaturated ketones and imines.
引用
收藏
页码:3575 / 3579
页数:5
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