Diastereoselective Hydrosilylation of N-(tert-Butylsulfinyl)imines Catalyzed by Zinc Acetate

被引：16

作者：

Adamkiewicz, Anna ^{[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

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 2016卷 / 05期

关键词：

Asymmetric synthesis; Diastereoselectivity; Amines; Hydrosilylation; Zinc; ASYMMETRIC TRANSFER HYDROGENATION; BUTANESULFINYL-PROTECTED AMINES; ENANTIOSELECTIVE HYDROSILYLATION; REDUCTIVE AMINATION; KETONES; IMINES; SELECTIVITY; DIASTEREOMER; KETIMINE; LIGAND;

D O I：

10.1002/ejoc.201501318

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient zinc-catalyzed diastereoselective hydrosilylation of N-(tert-butylsulfinyl)imines has been developed that does not require the use of ligands or noble metals. A variety of N-(tert-butylsulfinyl)imines were reduced by this protocol in the presence of a catalytic amount of zinc acetate (5 mol-%) to provide the corresponding secondary amines in high yields with excellent diastereoselectivities (up to 98%de). This experimentally simple catalytic procedure is easily applicable to the synthesis of both aromatic and aliphatic amines by using triethoxysilane as an efficient hydrogen source.

引用

页码：1060 / 1065

页数：6

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