Enantioselective N-heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniumst

被引：62

作者：

Flanigan, Darrin M. ^{[1
]}

Rovis, Tomislav ^{[1
,2
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

[2] Columbia Univ, Dept Chem, New York, NY 10027 USA

来源：

CHEMICAL SCIENCE | 2017年 / 8卷 / 09期

关键词：

BOND-FORMING REACTIONS; ACID COOPERATIVE CATALYSIS; ALKYLPYRIDINIUM SALTS; NHC CATALYSIS; DIHYDROPYRIDINES; ENALS; 1,4-DIHYDROPYRIDINES; NITROALKENES; DERIVATIVES; ALDEHYDES;

D O I：

10.1039/c7sc02648j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

NHC-catalyzed nucleophilic dearomatization of alkyl pyridiniums has been achieved to generate 1,4-dihydropyridines with high enantioselectivity. This is a rare example of catalytic, asymmetric addition of a nucleophile to the activated pyridinium that prefers C-4 functionalization leading to the 1,4-dihydropyridine with high selectivity.

引用

页码：6566 / 6569

页数：4