Enantioselective strecker reaction of phosphinoyl ketoimines catalyzed by in situ prepared chiral N,N'-dioxides.
The enantioselective Strecker reaction of N-diphenylphosphinoyl ketoimines has been achieved by use of in situ prepared chiral N,N'-dioxide catalyst from l-piperidinamide 3f and m-chloroperoxybenzoic acid (m-CPBA). Excellent yields (up to 99%) and high enantioselectivities (up to 92% ee) were obtained. In particular, in situ prepared catalyst with readily available chiral material made the procedure more convenient. Moreover, the l-piperidinamide 3f-derived N,N'-dioxide 9 could be recycled and reused at least five times without any loss of either catalytic activity or enantioselectivity.
Huang
Jinglun
J
Key Laboratory of Green Chemistry & Technology (Sichuan University), Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China.
Liu
Xiaohua
X
Wen
Yuehong
Y
Qin
Bo
B
Feng
Xiaoming
X
D002384:Catalysis; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D010087:Oxides / Q000737:chemistry*; D012997:Solvents; D013237:Stereoisomerism; D013696:Temperature
D007097:Imines; D010087:Oxides; D012997:Solvents