Brønsted acid-catalyzed efficient Strecker reaction of ketones, amines and trimethylsilyl cyanide.
A general method for the one-pot, three-component Strecker reaction of ketones was developed using Brønsted acids as organocatalysts. A series of alpha-aminonitriles were obtained in good to excellent yields (79-99%). A preliminary extension to a catalytic enantioselective three-component Strecker reaction of ketones (up to 40% ee) is also described.
Zhang
Guang-Wu
GW
Department of Chemistry, Tianjin University, Tianjin 300072, China.
Zheng
Dong-Hua
DH
Nie
Jing
J
Wang
Teng
T
Ma
Jun-An
JA
D000143:Acids / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D003486:Cyanides / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
D000143:Acids; D000588:Amines; D003486:Cyanides; D007659:Ketones; D014297:Trimethylsilyl Compounds; C058010:trimethylsilyl cyanide