Issue 20, 2021

Asymmetric synthesis of oxazolines bearing α-stereocenters through radical addition–enantioselective protonation enabled by cooperative catalysis

Abstract

An efficient radical conjugate addition/enantioselective protonation process was developed for N-aryl glycines and alkenyl oxazolines enabled by the cooperative photoredox catalysis and chiral phosphoric acid catalysis, which generated a series of chiral oxazolines bearing an α-stereocenter with high enantioselectivities. The facile transformations of the chiral oxazoline products into enantioenriched lactams and γ-amino esters bearing α-stereocenters demonstrate the value of this method.

Graphical abstract: Asymmetric synthesis of oxazolines bearing α-stereocenters through radical addition–enantioselective protonation enabled by cooperative catalysis

Supplementary files

Article information

Article type
Research Article
Submitted
30 Jun 2021
Accepted
14 Aug 2021
First published
25 Aug 2021

Org. Chem. Front., 2021,8, 5804-5809

Asymmetric synthesis of oxazolines bearing α-stereocenters through radical addition–enantioselective protonation enabled by cooperative catalysis

Y. Chen, X. Ye, F. He and X. Yang, Org. Chem. Front., 2021, 8, 5804 DOI: 10.1039/D1QO00970B

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