Georgopanou Effie, Martini Katerina-Irene, Pantazis Panagiotis, Pelagias Paulos, Voulgari Penelope, Hadjiarapoglou Lazaros P
Department of Chemistry, University of Ioannina , GR-45110 Ioannina, Greece.
J Org Chem. 2015 Oct 2;80(19):9682-90. doi: 10.1021/acs.joc.5b01755. Epub 2015 Sep 30.
Diels-Alder cycloadditions of 3-oxobut-1-enyl substituted orthoquinone monoketals with olefinic dienophiles furnished functionalized ortho-endo bicyclo[2.2.2]octenone derivatives with high regio- and stereoselectivities. The competition between self-dimerization and Diels-Alder cycloaddition with an external dienophile usually exists, except in the case of 5-substituted orthoquinone monoketal.