Asymmetric epoxidation of α-substituted acroleins catalyzed by diphenylprolinol silyl ether.
Asymmetric epoxidation of α-substituted acroleins with hydrogen peroxide has been catalyzed by diphenylprolinol diphenylmethylsilyl ether to afford α-substituted-β,β-unsubstituted-α,β-epoxy aldehyde with excellent enantioselectivity and the generation of a chiral quaternary carbon center. The method was applied to a short synthesis of (R)-methyl palmoxirate.
Department of Industrial Chemistry, Faculty of Engineering, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan.
Bojan P
BP
Bondzic
Tatsuya
T
Urushima
Hayato
H
Ishikawa
Yujiro
Y
Hayashi