Issue 16, 2023

Light-driven redox-relay deracemization of cyclic sulfonamides catalyzed by a chiral-at-metal iridium complex

Abstract

A visible-light-driven redox-relay deracemization of cyclic sulfonamides catalyzed by a chiral-at-metal iridium complex as a single catalyst is described. The octahedral chiral iridium complex first promotes effective photochemical oxidation of cyclic sulfonamides and subsequently acts as a chiral Lewis acid catalyst for the following ATH to enantioselectively reconstruct cyclic sulfonamides with high ee values. This deracemization offers a simple and more sustainable technique for synthesizing sulfonamides directly from racemic starting materials.

Graphical abstract: Light-driven redox-relay deracemization of cyclic sulfonamides catalyzed by a chiral-at-metal iridium complex

Supplementary files

Article information

Article type
Research Article
Submitted
01 Jun 2023
Accepted
04 Jul 2023
First published
06 Jul 2023

Org. Chem. Front., 2023,10, 4068-4072

Light-driven redox-relay deracemization of cyclic sulfonamides catalyzed by a chiral-at-metal iridium complex

Y. Liu, J. Yang, L. Wei, W. Jiang and L. Shi, Org. Chem. Front., 2023, 10, 4068 DOI: 10.1039/D3QO00815K

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