@article{ba8664c4ddff476a8fb76a82c8084bd3,
title = "Captodative olefin 3-p-nitrobenzoyloxy-3-buten-2-one as a Diels-Alder ketene equivalent for the synthesis of γ-hydroxycyclohexenones",
abstract = "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, obtained by hydrolysis of the cycloadducts, led to the corresponding γ-hydroxycyclohexenones in moderate overall yields. Evidence of the mechanism is provided.",
keywords = "Captodative olefin, Diels-Alder, Ketene equivalent, γ- hydroxycyclohexenones",
author = "Ochoa, {Mar{\'i}a E.} and Arias, {Mar{\'i}a S.} and Ra{\'u}l Aguilar and Francisco Delgado and Joaqu{\'i}n Tamariz",
note = "Funding Information: Acknowledgments.W e are indebtedt o Dr. Hugo A. JimCnez-VBzquezfo r reviewing the manuscriptW. e thankR osaM . Andradea ndF ernandoL abarriosf or theirh elpi n spectrometrmice asuremenJt.sT. . acknowledges DEPYIPN (Grant 921769)a nd CONACYT (Grant 1570P)f or financial support.M .E.O. thanksC ONACYT (94737)a nd DEPI/IPN for postgraduatfee llowshipsa wardedM. .S.A. is gratefult o the Ludwig K. Hellweg Foundationf or a scholarship.",
year = "1999",
month = dec,
day = "17",
doi = "10.1016/S0040-4020(99)00928-X",
language = "Ingl{\'e}s",
volume = "55",
pages = "14535--14546",
journal = "Tetrahedron",
issn = "0040-4020",
number = "51",
}