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

Authors
Hanaïzi, Jezia
Jachiet, Denis
Normant, Jean F.
Published in Tetrahedron Letters. 1990, vol. 31, no. 9, p. 1271-1274
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
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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. https://archive-ouverte.unige.ch/unige:8079

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Deposited on : 2010-06-21

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