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
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
收藏
页码:6566 / 6569
页数:4
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