Synthesis of analogs of farnesyl diphosphate

Article abstract of DOI:10.1016/0040-4020(95)00909-R

Syntheses of analogs of farnesyl diphosphate (FPP) bearing substitutions at C3 are described. The mono-, di-, and trifluoromethylFPP derivatives were prepared by alkylation of appropriately substituted acetoacetates with geranyl bromide, followed by decarboxylation to obtain fluorinated ketones and a Wittig condensation to give the farnesyl skeleton. A similar sequence was used to synthesize 13-desmethylFPP.