Captodative olefin 3-p-nitrobenzoyloxy-3-buten-2-one as a Diels-Alder ketene equivalent for the synthesis of γ-hydroxycyclohexenones

DOI: 10.1016/S0040-4020(99)00928-X

Source and publish data:

Tetrahedron p. 14535 - 14546 (1999)

Update date:2022-07-30

Topics:

Authors:

Ochoa, Maria E.

Arias, Maria S.

Aguilar, Raul

Delgado, Francisco

Tamariz, Joaquin

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Article abstract of DOI:10.1016/S0040-4020(99)00928-X

A short and regioselective synthesis of γ-hydroxycyclohexenones is described, using 3-p-nitrobenzoyloxy-3-buten-2-one (2a) as a ketene equivalent in Diels-Alder reactions with substituted dienes. Oxidation with MCPBA of the α-acetylcyclohexenol derivative

Full text of DOI:10.1016/S0040-4020(99)00928-X

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