Tetrahedron Letters p. 2115 - 2118 (1998)
Update date:2022-08-17
Topics:
Nivlet, Alex
Le Guen, Valerie
Dechoux, Luc
Le Gall, Thierry
Mioskowski, Charles
The regioselectivity of the recluctive opening of cyclopropylogous α- hydroxy carbonyl compounds using SmI2 in THF or THF-HMPA was studied and shown to depend strongly on the substrate. In some cases, a tandem cyclopropyl opening-deoxygenation reaction afforded the corresponding γ- keto alkenes in one step.
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