Synthesis of both enantiomers of β,β-diphenyl-α-alanine (Dip) from glycine using (S)- or (R)-2-[(N-benzylprolyl)amino]benzophenone as a reusable chiral auxiliaryстатья
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Аннотация:Preparative syntheses of enantiopure (S)- and (R)-Dip by α-C-alkylation with Ph2CHX (X=Cl or Br) of the glycine moiety in a Ni(II) Schiff’s base complex 1 derived from glycine and (S)- or (R)-[(N-benzylprolyl)amino]benzophenone (BPB) is described. The diastereoselectivity of the alkylation with PhCH2Br in DMF in the presence of NaOH is both kinetically and thermodynamically controlled.