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cis-3,5-Cyclohexadiene-1,2-diol derivatives: facial selectivity in their Diels-Alder reactions with ethylenic, acetylenic and azo dienophiles

dc.contributor.authorOgbomo, Sunny M.en_US
dc.contributor.authorBurnell, D. Jeanen_US
dc.date.accessioned2013-08-09T16:59:27Z
dc.date.available2013-08-09T16:59:27Z
dc.date.issued2006en_US
dc.description.abstractThe Diels - Alder reactions of maleimide with the acetonide derivative (6a) of cis-3,5-cyclohexadiene-1,2-diol (1a) in various solvents showed facial selectivities ranging from 1 : 1 to 1 : 9. The same derivative 6a reacted in benzene with ethylenic dienophiles with generally modest facial selectivity, but acetylenic dienophiles added exclusively anti to the oxygen functions of 6a. Dimerization of cyclic acetals 6a and 7 was mainly, but for 6a not exclusively, by anti addition with respect to both the diene and the dienophile partners. Reactions of azo dienophiles with derivatives of 1a were predominantly by anti addition, but the diol itself ( 1a) gave the syn adduct as the major product.en_US
dc.identifier.citationOgbomo, Sunny M., and D. Jean Burnell. 2006. "cis-3,5-Cyclohexadiene-1,2-diol derivatives: facial selectivity in their Diels-Alder reactions with ethylenic, acetylenic and azo dienophiles." Organic & Biomolecular Chemistry 4(20): 3838-3848.en_US
dc.identifier.issn1477-0520en_US
dc.identifier.issue20en_US
dc.identifier.startpage3838en_US
dc.identifier.urihttp://dx.doi.org/10.1039/b607938een_US
dc.identifier.urihttp://hdl.handle.net/10222/30326
dc.identifier.volume4en_US
dc.relation.ispartofOrganic & Biomolecular Chemistryen_US
dc.titlecis-3,5-Cyclohexadiene-1,2-diol derivatives: facial selectivity in their Diels-Alder reactions with ethylenic, acetylenic and azo dienophilesen_US
dc.typearticleen_US

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