| Popis: |
β-Functionalized α,β-unsaturated amino acids were synthesized by an addition-elimination pathway. Reaction of methyl β-bromo-α-formylaminoacrylates (3a-e), which were prepared by the condensation of methyl isocyanoacetate (1) with aldehydes followed by bromination, with thiols gave β-alkylthio-α, β-unsaturated amino acid derivatives (6a-f). The reaction of (3a) with sodium azide resulted in the formation of a 2-oxoimidazoline derivative (4). On the other hand, β-benzyloxy- and β-benzylamino-α,β-unsaturated amino acids (9 and 12) were synthesized by the reaction of methyl β-bromo-α-isocyanocinnamates (7a and 7d), prepared from (3a and 3d), with benzyl alcohol and benzylamine followed by acidic hydration, respectively. |
