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Enantioselective N-heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniums.

ABSTRACT: 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.

SUBMITTER: Flanigan DM

PROVIDER: S-EPMC5627355 | biostudies-literature | 2017 Sep

REPOSITORIES: biostudies-literature

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Enantioselective <i>N</i>-heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniums.

Flanigan Darrin M DM Rovis Tomislav T

Chemical science 20170803 9

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. ...[more]

PMID: 28989683

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