Synthesis of enantiomerically pure α-amino acids via chemo- and diastereoselective alkylation of (5S)-5-phenyl-5,6-dihydro-2H-1,4-oxazin-2-one

Article abstract of DOI:10.1016/S0957-4166(97)00587-9

(5S)-5-Phenyl-5,6-dihydro-2H-1,4-oxazin-2-one 2 undergoes Lewis acid-mediated chemo- and diastereoselective nucleophilic addition of Grignard reagents to furnish adducts 3 which can be dismantled to allow ready access to enantiomerically pure (S)-α-amino acids 4.