Enantioselective Hydrosilylation of Imines Catalyzed by Chiral Zinc Acetate Complexes

被引：24

作者：

Bezlada, Agata ^{[1
]}

Szewczyk, Marcin ^{[1
]}

Mlynarski, Jacek ^{[1
]}

机构：

[1] Jagiellonian Univ, Fac Chem, PL-30060 Krakow, Poland

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 01期

关键词：

ASYMMETRIC TRANSFER HYDROGENATION; MANNICH-TYPE REACTIONS; KETONES; REDUCTION; LIGANDS; AMINES; POLYMETHYLHYDROSILOXANE; DERIVATIVES; REACTIVITY; RESOLUTION;

D O I：

10.1021/acs.joc.5b02613

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of zinc acetate complexes with optically pure diphenylethanediamine (DPEDA)-derived ligands have been employed as enantioselective catalyst for the hydrosilylation of various imines. High control of stereoselectivity (up to 97% ee) and excellent yields (up to 96%) were gained for a broad range of N-phosphinoylimines by using (R,R)-N,N'-dibenzyl-1,2-diphenylethane-1,2-diamine. This is the first successful application of an air-stable and environmentally friendly chiral Zn(OAc)(2) complex instead of the previously used harmful diethylzinc in the asymmetric reduction of the C=N double bond.

引用

页码：336 / 342

页数：7

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