Synthesis of 2-Trifluoromethyl-1,3-oxazolidines as Hydrolytically Stable Pseudoprolines
Résumé
Trifluoromethyl group containing oxazolidines (Fox) are conveniently synthesized by condensation of
serine esters with trifluoroacetaldehyde hemiacetal or trifluoroacetone. These oxazolidines can undergo
N-acylation and amidification reactions and are completely configurationally and hydrolytically stable.
Therefore, they can be considered as highly valuable proline surrogates (Tfm-pseudoprolines).