Enantioselective Michael addition of 3-aryl-substituted oxindoles to methyl vinyl ketone catalyzed by a binaphthyl-modified bifunctional organocatalyst.
The enantioselective conjugate addition reaction of 3-aryl-substituted oxindoles with methyl vinyl ketone promoted by binaphthyl-modified bifunctional organocatalysts was investigated. The corresponding Michael adducts, containing a quaternary center at the C3-position of the oxindoles, were generally obtained in high yields with excellent enantioselectivities (up to 91% ee).
Department of Chemistry, Soonchunhyang University, Asan, Chungnam 336-745, Korea.
Hyun Joo
HJ
Lee
Saet Byeol
SB
Woo
Dae Young
DY
Kim
D002074:Butanones / Q000737:chemistry*; D002384:Catalysis; D007211:Indoles / Q000737:chemistry*; D000078183:Oxindoles
D002074:Butanones; D007211:Indoles; D000078183:Oxindoles; C022960:2-oxindole; C057920:3-buten-2-one