Stereoselective Synthesis of Homoneryl and Homogeranyl Triazole Bisphosphonates

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Abstract

Isoprenoid-substituted bisphosphonates are known to serve as inhibitors of the enzyme geranylgeranyl diphosphate synthase, and their activity can be highly sensitive to olefin stereochemistry. A mixture of homogeranyl and homoneryl triazole bisphosphonates has previously demonstrated potent activity, and thus stereocontrolled syntheses of the individual isomers have been developed.

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Matthiesen, R. A., Wills, V. S., Metzger, J. I., Holstein, S. A., & Wiemer, D. F. (2016). Stereoselective Synthesis of Homoneryl and Homogeranyl Triazole Bisphosphonates. Journal of Organic Chemistry, 81(19), 9438–9442. https://doi.org/10.1021/acs.joc.6b01693

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