Highly activity asymmetric hydrogenation of enones catalyzed by iridium complexes with chiral diamines and achiral phosphines. Issue 13 (26th March 2020)

• Record Type: Journal Article
• Authors: Lu, Xunhua; Wang, Mengna; Zhang, Ling; Jiang, Jian; Li, Li; Gao, Xiuli; Zhang, Lin; Li, Chun; Chen, Hua
• Is Part Of: Tetrahedron letters. Volume 61:Issue 13(2020)
• Publication Date: 2020-03-26
• Subjects: Enones -- Asymmetric hydrogenation -- Iridium -- Chiral diamines; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2020.151661
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: An Iridium complex was used for enones asymmetric hydrogenation. Cheap phosphine ligands and cinchona alkaloids derivatives were used. A series of enones has been well asymmetric hydrogenated under mild condition. 99.6% Chemoselectivity, 70.1% ee and 3.64 × 10 4 (1/h) TOF were obtained. Abstract: A selective asymmetric hydrogenation of enones has been well established by using an iridium complex composed of cheap phosphine ligands and cinchona alkaloids derivatives as catalyst. A wide range of allylic alcohol products could be obtained in high chemoselectivities (up to 99.6%), enantioselectivities (70.1% ee) and high activities (up to 3.64 × 10 4 (1/h) TOF). This catalytic system opens a new way of selective asymmetric hydrogenation and the method can be of practical value.