Issue 9, 2023

Catalytic asymmetric synthesis of α-tertiary aminoketones from sulfoxonium ylides bearing two aryl groups

Abstract

Disclosed herein is an efficient organocatalytic formal N–H insertion reaction of arylamines with α-keto sulfoxonium ylides bearing two aryl groups, delivering a broad range of α-tertiary aminoketones with good to excellent yields and enantioselectivities (up to 90% yield and 94% ee). The utilities of this protocol were also demonstrated by facile preparation of enantioenriched 2-amino-1,2-diarylethanol bearing two different aryl groups, a type of important building block lacking efficient access.

Graphical abstract: Catalytic asymmetric synthesis of α-tertiary aminoketones from sulfoxonium ylides bearing two aryl groups

Supplementary files

Article information

Article type
Communication
Submitted
14 Nov 2022
Accepted
30 Dec 2022
First published
31 Dec 2022

Chem. Commun., 2023,59, 1193-1196

Catalytic asymmetric synthesis of α-tertiary aminoketones from sulfoxonium ylides bearing two aryl groups

Y. Zhou, X. Yue, F. Jiang, J. Sun and W. Guo, Chem. Commun., 2023, 59, 1193 DOI: 10.1039/D2CC06147C

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