Synthesis of farnesol isomers via a modified Wittig procedure.
[structure: see text] The four olefin stereoisomers of farnesol have been synthesized from readily available nerylacetone or commercial geranylacetone. A new variation on the use of beta-oxido ylides favored the (2Z)-stereoisomers, whereas the (2E)-isomers were obtained through a classical Horner-Wadsworth-Emmons condensation with triethyl phosphonoacetate and reduction of the resulting ester.
Yu
José S
JS
Department of Chemistry, University of Iowa, Iowa City, 52242, USA.
Kleckley
Troy S
TS
Wiemer
David F
DF
D002625:Chemistry, Organic / Q000379:methods; D005204:Farnesol / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D005204:Farnesol