Addition of Molecular Fluorine to Azlactones: General Synthetic Method of eiythw-ji-Fluonnated a-Amino Acids

摘要

Reaction of molecular fluorine with unsaturated azlactones derived from appropriate aldehydes (or ketones) and benzovlelvdne afforded the difluorinated adducts. The reductive amination reaction of the /S-fluonnated x-oxoalkuoic'adds obtained from the adducts by basic hydrolysis gave erythro-fi-Motm^A aliphatic a-amino acids The same reactions, when applied to methyl 3-phenyl-2-benzoyIaminoacrylate, afforded the corresponding aromatic amino acid. Hence, the entire sequence provides a general method for the synthesis oieiyto'/S-iluormated a-amino acids.