Asymmetric Michael addition mediated by novel cinchona alkaloid-derived bifunctional catalysts containing sulfonamides.
Novel cinchona alkaloid-derived bifunctional organocatalysts containing sulfonamide groups were utilized to promote Michael addition of bicyclic alpha-substituted beta-ketoesters to nitroolefins. The desired Michael adducts with all-carbon quaternary centers were constructed in high yield and with excellent enantioselectivity, demonstrating the great potential of cinchona alkaloid-derived sulfonamides in asymmetric catalysis.
Luo
Jie
J
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Republic of Singapore, 117543.
Xu
Li-Wen
LW
Hay
Robyn Aik Siew
RA
Lu
Yixin
Y
D000475:Alkenes / Q000737:chemistry; D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D003432:Cross-Linking Reagents / Q000737:chemistry*; D004952:Esters / Q000737:chemistry; D013237:Stereoisomerism; D013379:Substrate Specificity; D013449:Sulfonamides / Q000737:chemistry*
D000475:Alkenes; D002930:Cinchona Alkaloids; D003432:Cross-Linking Reagents; D004952:Esters; D013449:Sulfonamides