Browsing by Author "Cordes, David B."
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Item Isomerization of Anacardic Acid: A Possible Route to the Synthesis of an Unsaturated Benzolactone and a Kairomone(Wiley, 2014-09) Mgaya, James E.; Mubofu, Egid B.; Mgani, Quintino A.; Cordes, David B.; Slawin, Alexandra M. Z.; Cole‐Hamilton, David J.Crystalline unsaturated lactone, 8-hydroxy-3-tridecyl-1H-isochromen-1-one (6) has been synthesized by isomerization of anacardic acid having heterogeneous alkyl side chains (a mixture of mono-, di-, and tri-unsaturated anacardic acid) (1). Hydrogenation of 8-hydroxy-3-tridecyl-1H-isochromen-1-one produced a saturated lactone, 8-hydroxy-3-tridecyl-3,4-dihydroisochromen-1-one (7). Isomerization of monoene anacardic acid resulted in a crystalline isoanacardic acid, (E)-2-hydroxy-6-(pentadec-1-enyl)benzoic acid (8) as a major product. This was then metathesized with 2-butene to give 3-prop-1-enylphenol (10). Both isomerization reactions used a 1,2-bis(ditertiarybutylphosphinomethyl)benzene modified palladium catalyst. The two products, 8-hydroxy-3-tridecyl-1H-isochromen-1-one and (E)-2-hydroxy-6-(pentadec-1-enyl)benzoic acid have been crystallographically characterized.Item Isomerization of Anacardic acid: A Possible Route to the Synthesis of an Unsaturated Benzolactone and a Kairomone(2014-08) Mgaya, James E.; Mubofu, Egid B.; Mgani, Quintino A.; Cordes, David B.; Slawin, Alexandra M. Z.; Cole‐Hamilton, David J.Item Isomerization Of Anacardic Acid: A Possible Route To The Synthesis Of An Unsaturated Benzolactone And A Kairomone(Wiley, 2014-08) Mgaya, James E.; Mubofu, Egid B.; Mgani, Quintino A.; Cordes, David B.; Slawin, Alexandra M. Z.; Cole‐Hamilton, David J.