COMPETITION BETWEEN ALLYLIC SUBSTITUTION AND MICHAEL ADDITION WITH CARBANIONS α TO NITRILES.

DOI: 10.1016/S0040-4039(00)82025-0

Source and publish data:

Tetrahedron Letters p. 1713 - 1716 (1988)

Update date:2022-08-05

Topics:

Authors:

Chardon, Catherine

Petit, Alain

Roux-Schmitt, Marie-Claude

Seyden-Penne, Jacqueline

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Article abstract of DOI:10.1016/S0040-4039(00)82025-0

The reaction of methyl 4-bromo-4-methylcrotonate 1 with anionic species α- to nitriles does not lead to cyclopropanes via a MIRC process.Products originating from a SN' reaction, 3 and 6, are predominantly formed from 2a-c, while products resulting from SN and SN' reactions are obtained in equimolar amounts from aminonitrile 2d.

Full text of DOI:10.1016/S0040-4039(00)82025-0

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