Iridium‐Catalyzed Enantioselective and Diastereoselective Hydrogenation of Racemic β'‐Keto‐β‐Amino Esters via Dynamic Kinetic Resolution. Issue 20 (31st August 2021)

• Record Type: Journal Article
• Authors: Ling, Fei; Wang, Yifan; Huang, An; Wang, Ze; Wang, Shiliang; He, Jiayin; Zhao, Xianghua; Zhong, Weihui
• Is Part Of: Advanced synthesis & catalysis. Volume 363:Issue 20(2021)
• Page Start: 4714
• Page End: 4719
• Publication Date: 2021-08-31
• Subjects: asymmetrical hydrogenation -- dynamic kinetic resolution -- iridium -- f-diashos -- β'-keto-β-amino esters; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202100929
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: An iridium/ f ‐diaphos catalytic system for the enantioselective hydrogenation of α ‐substituted β ‐ketoesters via dynamic kinetic resolution is reported. The desired anti β' ‐hydroxy‐ β ‐amino esters were obtained in moderate to good yields (60–95%) with 72–99% ee s and 91:9 to 99:1 dr s. This protocol tolerates various functional groups and could be easily conducted on gram scale with lower catalyst loading (TON up to 9100). Abstract :