Iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones to chiral diols. Issue 3 (28th November 2016)

• Record Type: Journal Article
• Authors: Yang, Xiao-Hui; Yue, Hai-Tao; Yu, Na; Li, Yi-Pan; Xie, Jian-Hua; Zhou, Qi-Lin
• Is Part Of: Chemical science. Volume 8:Issue 3(2017)
• Page Start: 1811
• Page End: 1814
• Publication Date: 2016-11-28
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c6sc04609f
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : A protocol for the highly efficient iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones via dynamic kinetic resolution is described. Abstract : We report a protocol for the highly efficient iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones via dynamic kinetic resolution. Using Ir-SpiroPAP ( R )-1d as a catalyst, a wide range of chiral diols were prepared in a high yield (80–95%) with a high enantioselectivity (up to 95% ee) under mild reaction conditions. This protocol was used for enantioselective syntheses of (−)-preclamol and a chiral 2, 5-disubstituted tetrahydropyran.