Synthesis of new fluorinated proline analogues from polyfluoroalkyl β-ketoacetals and ethyl isocyanoacetate

Chem Commun (Camb). 2018 Aug 23;54(69):9683-9686. doi: 10.1039/c8cc05912h.

Abstract

The reaction of trifluoroaldol acetal and other polyfluoroalkyl β-ketoacetals with ethyl isocyanoacetate was applied for the preparation of hitherto unknown fluorinated amino acids, cis- and trans-3-CF3/C2F5-prolines as well as trans-3-CF2Br/CF2Cl/CHF2-3-hydroxyprolines.