Enzymatic 1,4-addition of 2-hydroxy-3-keto-glucal for β-selective aryl-C-glycosylation of polyphenols

Abstract

3-Ketoglycals are versatile Michael acceptors widely used in chemical C-glycosylation. Here, we report the enzymatic equivalent of this transformation, catalysed by a 3-keto-C-glycoside lyase, enabling selective C-glycosylation of polyphenolic natural products. The reaction proceeds with remarkable chemo- and stereo-selectivity, affording aryl-C-β-glycosides.

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Article information

Article type
Communication
Submitted
16 Mar 2026
Accepted
09 Jun 2026
First published
09 Jun 2026
This article is Open Access
Creative Commons BY license

Chem. Commun., 2026, Accepted Manuscript

Enzymatic 1,4-addition of 2-hydroxy-3-keto-glucal for β-selective aryl-C-glycosylation of polyphenols

K. Kastner, M. Pfeiffer and B. Nidetzky, Chem. Commun., 2026, Accepted Manuscript , DOI: 10.1039/D6CC01584K

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