Research On The Asymmetric Aldol Reaction Of Multicarbonyl Phosphonates

3-Aryl-3-(Dialkoxylphosphono)pyruvates: Synthesis, Structural CharacterizationA series of 3-aryl-3-(dialkoxylphosphono)pyruvates have been synthesized through the condensation of benzylphosphonates with oxalates, and the structures of these compounds have been fully characterized by NMR, IR, and HRMS. It has been found that this kind of compounds exist as an equilibrium mixture of keto- and enol-form.Synthesis of Chiralβ-HydroxyphosphonatesUnder the catalysis of L-Proline, 3-Aryl-3-(dialkylphosphono)pyruvates and acetone underwent asymmetric Aldol reaction, forming multifunctional chiralβ-hydroxyphosphonates in good yields with excellent enantioselectivities up to 99% ee.A Preliminary Study on the Organocatalytic Asymmetric Domino Michael-Aldol Reaction ofβ-Ketoester andα,β-Unsaturated Ketone In the presence of chiral organocatalyst such as L-prolinamide, ethyl 4,4,4-trifluoro-3-oxobutanoate andα,β-unsaturated ketone underwent domino Michael-Aldol reaction, forming six-membered ring adducts with three contiguous steeogenic centers.