Highly enantioselective transfer hydrogenation of racemic α-substituted β-keto sulfonamides via dynamic kinetic resolution. Issue 31 (3rd April 2018)

• Record Type: Journal Article
• Authors: Xiong, Zhichao; Pei, Chengfeng; Xue, Peng; Lv, Hui; Zhang, Xumu
• Is Part Of: Chemical communications. Volume 54:Issue 31(2018)
• Page Start: 3883
• Page End: 3886
• Publication Date: 2018-04-03
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c8cc01643g
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : An efficient enantioselective transfer hydrogenation of racemic α-substituted β-keto sulfonamides via dynamic kinetic resolution has been achieved, affording α-substituted β-hydroxyl sulfonamides in good yields and excellent diastereo- and enantioselectivities. 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 HCO2 H/Et3 N 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.