Issue 9, 2023

Enantioselective synthesis of chiral sulfones by hydrogen-bonding/organophotoredox co-catalyzed asymmetric sulfonylation

Abstract

Enantioselective sulfonylation of α,β-unsaturated carbonyl compounds from sulfur dioxide is achieved via the synergistic merger of photoredox and hydrogen bonding catalysis. This approach provides a facile route to enantioenriched sulfones in the absence of transition metals by using DABCO·(SO2)2 as the sulfur dioxide surrogate. With this method, a variety of sulfones bearing a chiral centre at the α-position are prepared in moderate to good yields.

Graphical abstract: Enantioselective synthesis of chiral sulfones by hydrogen-bonding/organophotoredox co-catalyzed asymmetric sulfonylation

Supplementary files

Article information

Article type
Research Article
Submitted
02 Mar 2023
Accepted
28 Mar 2023
First published
29 Mar 2023

Org. Chem. Front., 2023,10, 2251-2256

Enantioselective synthesis of chiral sulfones by hydrogen-bonding/organophotoredox co-catalyzed asymmetric sulfonylation

J. Chen, Q. Li, W. Xie and J. Wu, Org. Chem. Front., 2023, 10, 2251 DOI: 10.1039/D3QO00324H

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