One-Pot Catalytic Enantioselective Synthesis of Tetrahydropyridines via a Nitro-Mannich/Hydroamination Cascade

被引：63

作者：

Barber, David M. ^{[1
]}

Sanganee, Hitesh J.

Dixon, Darren J. ^{[1
]}

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 20期

基金：

英国工程与自然科学研究理事会;

关键词：

AZA-HENRY REACTION; X-RAY-DIFFRACTION; BIFUNCTIONAL ORGANOCATALYSTS; GOLD CATALYSIS; ASYMMETRIC ORGANOCATALYSIS; MICHAEL ADDITION; MANNICH REACTION; DERIVATIVES; ALKYNES; HYDROAMINATION;

D O I：

10.1021/ol302459c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The highly enantioselective preparation of synthetically useful tetrahydropyridine derivatives employing a one-pot nitro-Mannich/hydroamination cascade is reported. This approach utilizes an asymmetric organocatalytic nitro-Mannich reaction followed by a gold-catalyzed alkyne hydroamination/isomerization sequence that yields the desired tetrahydropyridines in good yields and high diastereo- and enantioselectivities.

引用

页码：5290 / 5293

页数：4