Highly enantioselective synthesis of chiral secondary amines by gold(I)/chiral Brønsted acid catalyzed tandem intermolecular hydroamination and transfer hydrogenation reactions.
A method for the synthesis of enantiomerically enriched secondary amines with excellent ee values through the tandem intermolecular hydroamination/transfer hydrogenation of alkynes using a "gold(I) complex-chiral Brønsted acid" protocol is developed. The catalysis works for a wide variety of aryl, alkenyl, and aliphatic alkynes as well as anilines with different electronic properties.
Liu
Xin-Yuan
XY
Department of Chemistry and Open Laboratory of Chemical Biology of the Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road, Hong Kong, PR China.
Che
Chi-Ming
CM
D000480:Alkynes / Q000737:chemistry; D000588:Amines / Q000138:chemical synthesis*; D000814:Aniline Compounds / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D006046:Gold / Q000737:chemistry*; D006865:Hydrogenation; D015394:Molecular Structure; D013237:Stereoisomerism
D000480:Alkynes; D000588:Amines; D000814:Aniline Compounds; D006046:Gold; C023650:aniline