Hydroxyl group-directed organocatalytic asymmetric Michael addition of alpha,beta-unsaturated ketones with alkenylboronic acids.
The organocatalytic asymmetric Michael addition of organoboronic acids to gamma-hydroxy enones in the presence of an iminophenol-type thiourea catalyst is demonstrated. The hydroxyl group in the substrates plays a critical role in this reaction.
Inokuma
Tsubasa
T
Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
Takasu
Kiyosei
K
Sakaeda
Toshiyuki
T
Takemoto
Yoshiji
Y
D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry*; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry
D000475:Alkenes; D001897:Boronic Acids; D007659:Ketones; D013890:Thiourea