Synthesis of γ-fluoro-α-methyl-α-amino acids. A new alkylation procedure for ester imines

Article abstract of DOI:10.1016/S0040-4020(98)00292-0

Deprotonation of alanine ester imines with KO'Bu in DMSO or DMF and alkylation of the formed enolates with several 2-fluoroalkyl halogenides 2 and subsequent hydrolysis of the imino and the ester groups are presented as an efficient three-step sequence for the synthesis of racemic title compounds 5.