Squaramide-catalysed enantioselective Michael addition of pyrazolin-5-ones to nitroalkenes.
An efficient chiral squaramide-catalysed enantioselective Michael addition of pyrazolin-5-ones to nitroalkenes has been developed. This reaction afforded the chiral pyrazol-3-ol derivatives in high to excellent yields (up to >99%) with high enantioselectivities (up to 94% ee) for most substrates under very low catalyst loading (0.25 mol%). This catalytic asymmetric reaction provides valuable and easy access to chiral pyrazol-3-ol derivatives, which possess potential pharmaceutical activity.
School of Chemical Engineering and Environment, Beijing Institute of Technology, Beijing 100081, People's Republic of China.
Jun-Hua
JH
Li
Da-Ming
DM
Du
D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D009574:Nitro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D047069:Pyrazolones / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D000577:Amides; D009574:Nitro Compounds; D047069:Pyrazolones