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Issue 31, 2018
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Highly enantioselective transfer hydrogenation of racemic α-substituted β-keto sulfonamides via dynamic kinetic resolution

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Abstract

Highly enantioselective transfer hydrogenation of β-keto sulfonamides was developed via dynamic kinetic resolution using a chiral Ru(II) catalyst with an azeotropic solution of HCO2H/Et3N as a hydrogen donor, affording α-substituted β-hydroxyl sulfonamides in good yields with excellent diastereo- and enantioselectivities. This method is featured with mild conditions, easy operation, and a broad substrate scope, which make it possible to find wide applications in the synthesis of natural products and biologically active compounds containing the α-substituted β-hydroxyl sulfonamide core.

Graphical abstract: Highly enantioselective transfer hydrogenation of racemic α-substituted β-keto sulfonamides via dynamic kinetic resolution

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Article information


Submitted
28 Feb 2018
Accepted
16 Mar 2018
First published
26 Mar 2018

Chem. Commun., 2018,54, 3883-3886
Article type
Communication

Highly enantioselective transfer hydrogenation of racemic α-substituted β-keto sulfonamides via dynamic kinetic resolution

Z. Xiong, C. Pei, P. Xue, H. Lv and X. Zhang, Chem. Commun., 2018, 54, 3883
DOI: 10.1039/C8CC01643G

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