Rhodium-catalyzed enantioselective transfer hydrogenation of α-chloro β-ketophosphonates via dynamic kinetic resolution

Abstract

A rhodium-catalyzed asymmetric transfer hydrogenation (ATH) of α-chloro β-ketophosphonates via dynamic kinetic resolution (DKR) has been developed. A wide range of syn α-chloro β-hydroxyphosphonates were efficiently synthesized with high yields and excellent enantio- and diastereoselectivities (up to 99% ee and > 99 : 1 dr) under mild reaction conditions. A gram-scale experiment was conducted successfully, which offers a straightforward approach to a key intermediate of fosfomycin.

Graphical abstract: Rhodium-catalyzed enantioselective transfer hydrogenation of α-chloro β-ketophosphonates via dynamic kinetic resolution

Supplementary files

Article information

Article type
Communication
Submitted
31 Jan 2025
Accepted
04 Jun 2025
First published
20 Jun 2025

Chem. Commun., 2025, Advance Article

Rhodium-catalyzed enantioselective transfer hydrogenation of α-chloro β-ketophosphonates via dynamic kinetic resolution

J. Wang, X. Ding, S. Ruan, L. Zheng, V. Ratovelomanana-Vidal, G. Chen and X. Zhang, Chem. Commun., 2025, Advance Article , DOI: 10.1039/D5CC00367A

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