Preparation and Assignment of Configuration of 1-Benzoyl-(2S)-tert-butyl-3-methyl-perhydropyrimidin-4-one. Useful Starting Material for the Enantioselective Synthesis of α-Substituted β-Amino Acids

Article abstract of DOI:10.1016/S0957-4166(00)80511-X

(S)-Asparagine, an inexpensive β-amino acid was converted into the title heterocycle (+)-1 in very good overall yield.The highly selective trans methylation of (+)-1-Li, and the hydrolysis of the resulting adduct afforded (R)-α-methyl-β-alanine, allowing the assignment of the (S) configuration in (+)-1.