キラルなホスフィンオキシドを触媒としたトリクロロシリルエノールエーテルの不斉アルドール反応

抄録

Although phosphine oxides possess a notable electron-pair donor property to form complexes with a variety of compounds, less attention has been paid to chiral phosphine oxides in the field of asymmetric synthesis except for their utility as synthetic intermediates in the preparation of chiral phosphine ligands. Recently we reported on the enantioselective allylation of aldehydes with trichlorosilyl compounds catalyzed by a chiral phosphine oxide. As part of our ongoing program directed at the development of asymmetric organocatalysis, we herein report the enantioselective aldol reaction with trichlorosilyl enol ethers catalyzed by BINAPO to afford the corresponding aldol adducts in high diastereo- and enantioselectivities (~92% de, ~96% ee).

fig.1