6533b7d4fe1ef96bd1262649

RESEARCH PRODUCT

Novel strategy for the synthesis of fluorinated β-amino acid derivatives from Δ2-oxazolines

Belén PinaCarmen Ramírez De ArellanoSantos FusteroEsther SalavertAmparo Asensio

subject

chemistry.chemical_classificationchemistryOrganic ChemistryDrug DiscoveryChemoselectivityBiochemistryCombinatorial chemistryAmino acid

description

Abstract Racemic and chiral non-racemic β-fluoroalkyl-β-amino acid derivatives have been prepared in two steps starting from 2-alkyl-Δ2-oxazolines and fluorinated imidoyl chlorides. Subsequent chemoselective reduction of the C-masked β-enamino acid derivatives initially formed provided the target β-amino acids. The process takes place with total chemoselectivity, high yields and satisfactory diastereoselectivity.

https://doi.org/10.1016/s0040-4020(01)00539-7