联二萘酚衍生的手性二胺催化剂催化的丙酮与α酮酸酯不对称Aldol反应及机理研究

The Mechanistic Study in the Asymmetric Direct Aldol Reaction between α-Keto Esters and Acetone

报道了一种新型的手性二胺化合物,催化丙酮与α酮酸酯的不对称直接Aldol反应,以高达99%的产率和96%的对映选择性得到手性三级醇化合物.通过密度泛涵方法计算得到了四个立体异构过渡态的优化构型及其相对能量,推测了该不对称反应的立体选择性.

A novel type of chiral diamines compound has been reported for the asymmetric aldol reaction between acetone and α- keto ester, which furnishes the chiral teriary alcohols up to 99% yield and up to 96% ee. DFT calculations were applied to simulate the possible transition states, and the relative energies for each transition state were obtained. The calculation results revealed the origin of enantionselectivity of the reaction.