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

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...

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Detalles Bibliográficos
Autores principales: Flanigan, Darrin M., Rovis, Tomislav
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5627355/
https://www.ncbi.nlm.nih.gov/pubmed/28989683
http://dx.doi.org/10.1039/c7sc02648j
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author Flanigan, Darrin M.
Rovis, Tomislav
author_facet Flanigan, Darrin M.
Rovis, Tomislav
author_sort Flanigan, Darrin M.
collection PubMed
description 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.
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spelling pubmed-56273552017-10-06 Enantioselective N-heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniums Flanigan, Darrin M. Rovis, Tomislav Chem Sci Chemistry 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. Royal Society of Chemistry 2017-09-01 2017-08-03 /pmc/articles/PMC5627355/ /pubmed/28989683 http://dx.doi.org/10.1039/c7sc02648j Text en This journal is © The Royal Society of Chemistry 2017 http://creativecommons.org/licenses/by/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution 3.0 Unported License (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Flanigan, Darrin M.
Rovis, Tomislav
Enantioselective N-heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniums
title Enantioselective N-heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniums
title_full Enantioselective N-heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniums
title_fullStr Enantioselective N-heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniums
title_full_unstemmed Enantioselective N-heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniums
title_short Enantioselective N-heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniums
title_sort enantioselective n-heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniums
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5627355/
https://www.ncbi.nlm.nih.gov/pubmed/28989683
http://dx.doi.org/10.1039/c7sc02648j
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