Premium
A Versatile Method for Kinetic Resolution of Protecting‐Group‐Free BINAMs and NOBINs through Chiral Phosphoric Acid Catalyzed Triazane Formation
Author(s) -
Liu Wei,
Jiang Qianwen,
Yang Xiaoyu
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202009395
Subject(s) - kinetic resolution , phosphoric acid , chemistry , catalysis , combinatorial chemistry , protecting group , resolution (logic) , chiral resolution , kinetic energy , enantioselective synthesis , organic chemistry , computational chemistry , enantiomer , alkyl , artificial intelligence , physics , quantum mechanics , computer science
A versatile kinetic resolution of protecting‐group‐free BINAMs and NOBINs has been realized through chiral phosphoric acid catalyzed triazane formation with azodicarboxylates. A series of mono‐N‐protected and unprotected BINAMs, diphenyl diamines and NOBIN derivatives could be kinetically resolved with excellent performances (with s factor up to 420). The gram‐scale reactions and facile derivatizations of the chiral products demonstrate the potential of these methods in the asymmetric synthesis of chiral catalysts and ligands.