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Facial selectivity in the 4 + 2 reactions of a diene derived from carvone

dc.contributor.authorMorrison, Christopher F.en_US
dc.contributor.authorVaters, Jamie P.en_US
dc.contributor.authorMiller, David O.en_US
dc.contributor.authorBurnell, D. J.en_US
dc.date.accessioned2013-08-09T16:59:25Z
dc.date.available2013-08-09T16:59:25Z
dc.date.issued2006en_US
dc.description.abstractThe facial selectivities of cyclohexadienes bearing isopropenyl and isopropyl groups as plane-nonsymmetric substituents were assessed in 4 + 2 reactions with N-phenylmaleimide, tetracyanoethylene and 4-phenyl-1,2,4- triazoline-3,5-dione. The only adducts were those arising by attack of the dienophile on the face of the diene opposite the isopropenyl or isopropyl group. In spite of some mechanistic similarities that tetracyanoethylene and 4-phenyl-1,2,4-triazoline-3,5-dione might have with the 4 + 2 addition of singlet oxygen, these dienophiles show none of the ability that singlet oxygen has shown to add syn to a plane-nonsymmetric isopropyl group. The Royal Society of Chemistry 2006.en_US
dc.identifier.citationMorrison, Christopher F., Jamie P. Vaters, David O. Miller, and D. J. Burnell. 2006. "Facial selectivity in the 4 + 2 reactions of a diene derived from carvone." Organic and Biomolecular Chemistry 4(6): 1160-1165.en_US
dc.identifier.issn14770520en_US
dc.identifier.issue6en_US
dc.identifier.startpage1160en_US
dc.identifier.urihttp://dx.doi.org/10.1039/b516675fen_US
dc.identifier.urihttp://hdl.handle.net/10222/30323
dc.identifier.volume4en_US
dc.publisherRoyal Society of Chemistryen_US
dc.relation.ispartofOrganic and Biomolecular Chemistryen_US
dc.titleFacial selectivity in the 4 + 2 reactions of a diene derived from carvoneen_US
dc.typearticleen_US

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