Hydroboration of methyl 2-acetamidoacrylate. II - New aspects of the reactivity of the resulting oxytriorganoborates

Article abstract of DOI:10.1016/0040-4039(95)01398-2

The heterocyclic borate complex obtained by hydroboration of methyl 2-acetamidoacrylate acts as an ambident nucleophile, affording N- or C-alkyl or acylalaninates according to experimental conditions. Mechanistic hypotheses are proposed to rationalize these results.