α-(Aminomethyl)acrylates as acceptors in radical–polar crossover 1,4-additions of dialkylzincs: insights into enolate formation and trapping

α-(Aminomethyl)acrylates as acceptors in radical–polar crossover 1,4-additions of dialkylzincs: insights into enolate formation and trapping

We demonstrate that α-(aminomethyl)acrylates are suitable acceptors for 1,4-additions of dialkylzincs in aerobic conditions. The air-promoted radical–polar crossover process involves the 1,4-addition of an alkyl radical followed by homolytic substitution at the zinc atom of dialkylzinc. Coordination...

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Bibliographic Details
Main Authors: Angel Palillero-Cisneros, Paola G. Gordillo-Guerra, Fernando García-Alvarez, Olivier Jackowski, Franck Ferreira, Fabrice Chemla, Joel L. Terán, Alejandro Perez-Luna
Format: Article
Language:English
Published: Beilstein-Institut 2023-09-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
β-amino acids
tandem reactions
radical–polar crossover
tert-butanesulfinamide
zinc radical transfer
Online Access:https://doi.org/10.3762/bjoc.19.103

Internet

https://doi.org/10.3762/bjoc.19.103

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