Development of novel chiral urea catalysts for the hetero-Michael reaction.
Chiral urea compounds 10a-g were synthesized as catalysts for conjugate addition of pyrrolidine (2) to gamma-crotonolactone (3). In the presence of a catalytic amount of the chiral ureas, this hetero-Michael reaction was greatly accelerated. Asymmetric induction was observed with the catalysts 10e, 10f, and 10g.
Sohtome
Yoshihiro
Y
Institute of Molecular and Cellular Biosciences, The University of Tokyo, Japan.
Tanatani
Aya
A
Hashimoto
Yuichi
Y
Nagasawa
Kazuo
K
D015107:4-Butyrolactone / Q000031:analogs & derivatives; D002384:Catalysis; D005663:Furans / Q000737:chemistry; D006207:Half-Life; D007202:Indicators and Reagents; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D011759:Pyrrolidines / Q000737:chemistry; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism; D014508:Urea / Q000737:chemistry*
D005663:Furans; D007202:Indicators and Reagents; D011759:Pyrrolidines; C004511:butenolide; D014508:Urea; D015107:4-Butyrolactone