Unusual 1,2-migration in organoaluminium chemistry, promoted by BF3.OEt2

Alexakis, Alexandre; Hanaïzi, Jezia; Jachiet, Denis; Normant, Jean F.

doi:10.1016/S0040-4039(00)88783-3

Scientific article

Letter

English

Unusual 1,2-migration in organoaluminium chemistry, promoted by BF3.OEt2

ContributorsAlexakis, Alexandre; Hanaïzi, Jezia; Jachiet, Denis; Normant, Jean F.

Published inTetrahedron letters, vol. 31, no. 9, p. 1271-1274

Publication date1990

Abstract

Lithim dihydropyranyl or dihydrofuranyl triorganoaluminates react with cyclohexene oxide or benzaldehyde in the presence of BF3. OEt2, not by nucleophilic attack product 1, but by 1,2 migration of a substituent from Al to the plus sign in right half circle-carbon, with concomitant reaction with the electrophile on the ß-carbon, giving rise to product 2

Affiliation entities

Not a UNIGE publication

Citation (ISO format)

ALEXAKIS, Alexandre et al. Unusual 1,2-migration in organoaluminium chemistry, promoted by BF3.OEt2. In: Tetrahedron letters, 1990, vol. 31, n° 9, p. 1271–1274. doi: 10.1016/S0040-4039(00)88783-3

Article (Published version)

Identifiers

PID : unige:8079
DOI : 10.1016/S0040-4039(00)88783-3

Journal ISSN0040-4039

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Unusual 1,2-migration in organoaluminium chemistry, promoted by BF3.OEt2

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