Tetrahedron Letters p. 1271 - 1274 (1990)
Update date:2022-08-29
Topics:
Alexakis, Alex
Hanaizi, Jezia
Jachiet, Denis
Normant, Jean-F.
Toupet, Loic
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 α substituent from Al to the ?-carbon, with concomitant reaction with the electrophile on the β-carbon, giving rise to product 2.
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