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

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

Source and publish data:

Tetrahedron Letters p. 6875 - 6878 (1995)

Update date:2022-07-29

Topics:

Authors:

Denniel Denniel

Denniel, Valerie

Bauchat Bauchat

Bauchat, Patrick

Carboni Carboni

Carboni, Bertrand

Danion Danion

Danion, Daniel

Danion-Bougot

Danion-Bougot, Renee

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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.

Full text of DOI:10.1016/0040-4039(95)01398-2

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Product name:4-Pentenoic acid, 2-(acetylamino)-2-methyl-, methyl ester

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