ASYMMETRIC SYNTHESIS OF HETEROORGANIC ANALOGS OF NATURAL COMPOUNDS. 3. GENERAL PREPARATIVE METHOD OF DIASTEREO- AND ENANTIOSELECTIVE SYNTHESIS OF FLUORINE-CONTAINING 2(R),3(S)-β-PHENYLSERINES

Article abstract of DOI:10.1007/BF00961372

The diastereo- and enantioselective synthesis of the previously unknown 2(R),3(S)-β-phenylserines containing fluorine atoms, the O-CHF2-, O-CF3-, and CF3 groups in the benzene ring, was carried out by alkylation of a Ni(II) complex of a Schiff base of glycine with (S)-2-N-(N'-benzylprolyl)aminobenzophenone by fluorine-substituted benzaldehydes.The factors influencing the stereochemical result of the reactions studied are not the steric characteristics of the substituents in benzaldehydes, but their electronic nature.