Asymmetric hydrogenation of maleic anhydrides catalyzed by Rh/bisphosphine-thiourea: efficient construction of chiral succinic anhydrides. Issue 30 (30th March 2017)

• Record Type: Journal Article
• Authors: Han, Zhengyu; Wang, Rui; Gu, Guoxian; Dong, Xiu-Qin; Zhang, Xumu
• Is Part Of: Chemical communications. Volume 53:Issue 30(2017)
• Page Start: 4226
• Page End: 4229
• Publication Date: 2017-03-30
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c7cc01626c
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Asymmetric hydrogenation of various 3-substituted maleic anhydrides catalyzed by Rh/bisphosphine-thiourea (ZhaoPhos) under mild conditions was successfully developed. Abstract : Asymmetric hydrogenation of various 3-substituted maleic anhydrides catalyzed by Rh/bisphosphine-thiourea (ZhaoPhos) under mild conditions was successfully developed. A wide range of 3-alkyl and 3-aryl maleic anhydrides were hydrogenated well to provide the desired products 3-substituted succinic anhydrides in one hour with excellent results (full conversions, up to 99% yield, 99% ee, 3000 TON). Importantly, we developed a creative and efficient synthetic route to construct the key intermediate of the hypoglycemic drug mitiglinide through our catalytic system.