Straightforward Synthesis of Novel Enantiopure α‑Trifluoromethylated Azetidine 2‑Carboxylic Acid and Homoserines

Abstract

The straightforward syntheses of enantiopure (2<i>R</i>)-2-trifluoro­methyl-2-carboxy­azetidine and (<i>R</i>)- and (<i>S</i>)-trifluoro­methyl­homo­serines are reported. The key step is a Strecker-type reaction on a common chiral CF₃-containing bicyclic oxazolidine intermediate obtained by a condensation reaction of (<i>R</i>)-phenylglycinol and ethyl-4,4,4-trifluoro­aceto­acetate (ETFAA)