Enantioselective synthesis of cis-hexahydro- γ-carboline derivatives via Ir-catalyzed asymmetric hydrogenation

Long-Sheng Zheng; Congcong Yin; Fangyuan Wang; Gen-Qiang Chen; Xumu Zhang

doi:10.1039/d1cc06888a

Enantioselective synthesis of cis-hexahydro- γ-carboline derivatives via Ir-catalyzed asymmetric hydrogenation

Chem Commun (Camb). 2022 Mar 8;58(20):3286-3289. doi: 10.1039/d1cc06888a.

Authors

Long-Sheng Zheng¹, Congcong Yin¹, Fangyuan Wang¹, Gen-Qiang Chen², Xumu Zhang¹

Affiliations

¹ Medi-X Pingshan, Department of Chemistry and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, 518000, People's Republic of China. zhangxm@sustech.edu.cn.
² Academy for Advanced Interdisciplinary Studies, Southern University of Science and Technology, Shenzhen 518000, People's Republic of China. chengq@sustech.edu.cn.

PMID: 35175253
DOI: 10.1039/d1cc06888a

Abstract

A novel synthetic route was developed for the construction of a chiral cis-hexahydro-γ-carboline derivative through Ir/ZhaoPhos-catalyzed asymmetric hydrogenation of corresponding tetrahydro-γ-carboline with high yields (up to 99% yield), excellent diastereoselectivities (up to >99 : 1 dr) and enantioselectivities (up to 99% ee), and high substrate-to-catalyst ratios (up to 5000).