Palladium-Catalyzed Regio-, Diastereo-, and Enantioselective 1,2-Arylfluorination of Internal Enamides.
arylfluorination
enamide
intermolecular reaction
palladium
vicinal stereocenters
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
01 Feb 2021
01 Feb 2021
Historique:
received:
23
09
2020
pubmed:
15
10
2020
medline:
15
10
2020
entrez:
14
10
2020
Statut:
ppublish
Résumé
We herein describe a palladium-catalyzed three-component coupling of internal enamides, arylboronic acids, and Selectfluor to access the chiral β-fluoroaminated moiety with up to 99 % ee. The prefunctionalized oxazolidinone substituted alkene enables the expedient construction of two vicinal stereocenters with excellent regio-, diastereo-, and enantioselectivities. The synthetic application is exhibited by selective transformation of the product into various vicinal benzylic fluoride derivatives.
Identifiants
pubmed: 33052594
doi: 10.1002/anie.202012882
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
2699-2703Subventions
Organisme : NSFC/China
ID : 21421004
Organisme : NSFC/China
ID : 21702060
Organisme : Shanghai Rising-Star Program
Organisme : Shanghai Municipal Science and Technology Major Project
ID : 2018SHZDZX03
Organisme : the Program of Introducing Talents of Discipline to Universities
ID : B16017
Organisme : the Fundamental Research Funds for the Central Universities
Informations de copyright
© 2020 Wiley-VCH GmbH.
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