V. Denniel et al., HYDROBORATION OF METHYL 2-ACETAMIDOACRYLATE .2. NEW ASPECTS OF THE REACTIVITY OF THE RESULTING OXYTRIORGANOBORATES, Tetrahedron letters, 36(38), 1995, pp. 6875-6878
The heterocyclic berate complex obtained by hydroboration of methyl 2-
acetamidoacrylate acts as an ambident nucleophile, affording N- or C-a
lkyl or acylalaninates according to experimental conditions. Mechanist
ic hypotheses are proposed to rationalize these results.