The Study Of Asymmetric Syn-Aldol Reaction Catalyzed By Hydroxyproline Derivatives

In this dissertation, a series of sulfonamides and thioureas were designed and synthesized from hydroxyproline, these compounds were screened as bifunctional organocatalysts in catalyzing the asymmetric Aldol reaction of hexanal with 4-nitrobenzaldehyde and the catalyst with good catalytic efficiency was identified. The influence of solvent, additive and temperature etc on the reactivity and enantioselectivity were optimized systematically. The research results demonstrated that the direct cross-Aldol reaction between two different aldehydes under the optimization reactive conditions could proceed smoothly to obtain the major.syn-configuration product with moderate yield. Resulting in this kind of.syn-selective aldol product was seldom being reported.