Reductive opening of cyclopropylogous α-hydroxy aldehydes and ketones by samarium(II) iodide

DOI: 10.1016/S0040-4039(98)00063-X

Source and publish data:

Tetrahedron Letters p. 2115 - 2118 (1998)

Update date:2022-08-17

Topics:

Authors:

Nivlet, Alex

Le Guen, Valerie

Dechoux, Luc

Le Gall, Thierry

Mioskowski, Charles

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Article abstract of DOI:10.1016/S0040-4039(98)00063-X

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.

Full text of DOI:10.1016/S0040-4039(98)00063-X

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