A highly efficient asymmetric Michael addition of α,α-disubstituted aldehydes to maleimides catalyzed by primary amine thiourea salt.
The first highly efficient Michael addition of challenging α,α-disubstituted aldehydes to maleimides catalyzed by a simple bifunctional primary amine thiourea catalyst/benzoic acid system has been successfully developed to generate quaternary carbon centers in high yields (up to 99%) with excellent enantioselectivities (91-99%).
Yu
Feng
F
Engineering Research Centre of Pharmaceutical Process Chemistry, Ministry of Education, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China.
Jin
Zhichao
Z
Huang
Huicai
H
Ye
Tingting
T
Liang
Xinmiao
X
Ye
Jinxing
J
D000447:Aldehydes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D019817:Benzoic Acid / Q000737:chemistry; D002384:Catalysis; D008301:Maleimides / Q000737:chemistry*; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry*
D000447:Aldehydes; D000588:Amines; D008301:Maleimides; D019817:Benzoic Acid; D013890:Thiourea