Sulfinamide Phosphinates as Chiral Catalysts for the Enantioselective Organocatalytic Reduction of Imines

被引：40

作者：

Chelouan, Ahmed ^{[1
]}

Recio, Rocio ^{[1
]}

Borrego, Lorenzo G. ^{[1
]}

Alvarez, Eleuterio ^{[2
]}

Khiar, Noureddine ^{[2
]}

Fernandez, Inmaculada ^{[1
]}

机构：

[1] Univ Seville, Fac Farm, Dept Quim Organ & Farmaceut, C Profesor Garcia Gonzalez 2, E-41012 Seville, Spain

[2] Univ Seville, CSIC, Asymmetr Synth & Funct Nanosyst Grp, C Amer Vespucio, 49 Isla de la Cartuja, Seville 41092, Spain

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 13期

关键词：

ASYMMETRIC REDUCTION; LEWIS-BASE; STEREOSELECTIVE REDUCTION; N-ALKYL; AMINE SYNTHESIS; TRICHLOROSILANE; KETIMINES; HYDROSILYLATION; ALLYLATION; DERIVATIVES;

D O I：

10.1021/acs.orglett.6b01509

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new type of chiral sulfinamide phosphinate catalysts with up to three stereogenic centers, readily accessible from commercially available starting materials, is reported. The naphthyl derivative SulPhos proved to be highly efficient in the organocatalytic asymmetric imine reduction, leading to a wide range of arylmethylamines in high yields with up to 99% ee under 10% catalyst loading. The synthetic utility of this method was demonstrated by the expeditious enantioselective synthesis of the calcirnimetic NPS-R568.

引用

页码：3258 / 3261

页数：4

共 55 条

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