Farnesyl diphosphate analogs

Mu, Y.Q., Gibbs, R.A., Eubanks, L., and Poulter, C.D. (1996). Cuprate-mediated synthesis and biological evaluation of tert-butyl and cyclopropyl farnesyl diphosphate analogs. J Org Chem 61 8010-8015. 

Manne, V., et al. (1995). Ras farnesylation as a target for novel antitumor agents potent and selective farnesyl diphosphate analog inhibitors of farnesyltransferase. Drug Dev Res 34 121-137. 

Zahn, T.J., Ksebati, M., and Gibbs, R.A. (1998). Synthesis and conformational analysis of Bis-carbon-13 labeled farnesyl diphosphate analogs. Tetrahedron Lett 39 3991-3994. 

An exactly analogous process can then occur, in which geranyl diphosphate provides the allylic cation, and a further molecule of isopentenyl diphosphate adds on, giving farnesyl diphosphate this can subsequently yield geranylgeranyl diphosphate. 

Analogous processes involving cyclizations and rearrangements of carbocations derived from farnesyl diphosphate produce a rich variety of structural types in the sesquiterpene series. We will have more to say about the chemistry of higher terpenes, especially the triterpenes, later in this chapter. For the moment, however, let s return to smaller molecules to complete the picture of how isoprenoid compounds arise from acetate. 

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