Borane‐Catalyzed Chemoselective and Enantioselective Reduction of 2‐Vinyl‐Substituted Pyridines

• Published in: Angewandte Chemie Vol. 132; no. 42; pp. 18610 - 18614
• Main Authors: Tian, Jun‐Jie, Yang, Zhao‐Ying, Liang, Xin‐Shen, Liu, Ning, Hu, Chen‐Yu, Tu, Xian‐Shuang, Li, Xiang, Wang, Xiao‐Chen
• Format: Journal Article
• Language: English
• Published: Weinheim Wiley Subscription Services, Inc 12.10.2020
• Subjects: asymmetric catalysis; boron; Catalysts; Chemical reduction; Chemistry; Dihydropyridine; Enantiomers; heterocycles; Heterocyclic compounds; Hydroboration; Natural products; pyridine; Pyridines; Reagents; reduction; Substitutes

Herein, we report that highly chemoselective and enantioselective reduction of 2‐vinyl‐substituted pyridines has been achieved for the first time. The reaction, which uses chiral spiro‐bicyclic bisboranes as catalysts and HBpin and an acidic amide as reducing reagents, proceeds through a cascade pro...