| dc.creator |
Mgaya, James E. |
|
| dc.creator |
Mubofu, Egid B. |
|
| dc.creator |
Mgani, Quintino A. |
|
| dc.creator |
Cordes, David B. |
|
| dc.creator |
Slawin, Alexandra M. Z. |
|
| dc.creator |
Cole‐Hamilton, David J. |
|
| dc.date |
2016-06-15T20:50:22Z |
|
| dc.date |
2016-06-15T20:50:22Z |
|
| dc.date |
2014-09 |
|
| dc.identifier |
Mgaya, J.E., Mubofu, E.B., Mgani, Q.A., Cordes, D.B., Slawin, A.M. and Cole‐Hamilton, D.J., 2015. Isomerization of anacardic acid: A possible route to the synthesis of an unsaturated benzolactone and a kairomone. European Journal of Lipid Science and Technology, 117(2), pp.190-199. |
|
| dc.identifier |
http://hdl.handle.net/20.500.11810/2455 |
|
| dc.identifier |
10.1002/ejlt.201400268 |
|
| dc.description |
Full text can be accessed at
http://onlinelibrary.wiley.com/doi/10.1002/ejlt.201400268/full |
|
| dc.description |
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. |
|
| dc.language |
en |
|
| dc.publisher |
Wiley |
|
| dc.subject |
Anacardic acid |
|
| dc.subject |
Benzolactone |
|
| dc.subject |
Double bond isomerisation |
|
| dc.subject |
Isoanacardic acid |
|
| dc.subject |
Kairomone |
|
| dc.title |
Isomerization of Anacardic Acid: A Possible Route to the Synthesis of an Unsaturated Benzolactone and a Kairomone |
|
| dc.type |
Journal Article |
|