First Synthesis of Enantiomerically Pure N-Protected β-Amino-α-Keto Esters from α-Amino Acids and Dipeptides

Article abstract of DOI:10.1016/S0957-4166(00)86171-6

A racemization-free route from N-protected α-amino acids and dipeptides to N-protected β-amino-α-keto esters is described, involving the sequence: diazoketone formation, Wolff rearrangement in methanol, diazo transfer, and oxidation with dimethyldioxirane.