Stereoselective Synthesis of Homoneryl and Homogeranyl Triazole Bisphosphonates

Robert A. Matthiesen, Veronica S. Wills, Joseph I. Metzger, Sarah A Holstein, David F. Wiemer

Research output: Contribution to journalArticle

13 Citations (Scopus)

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.

Original languageEnglish (US)
Pages (from-to)9438-9442
Number of pages5
JournalJournal of Organic Chemistry
Volume81
Issue number19
DOIs
StatePublished - Oct 7 2016

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Triazoles
Diphosphonates
Farnesyltranstransferase
Stereochemistry
Terpenes
Alkenes
Enzyme Inhibitors
Isomers

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Stereoselective Synthesis of Homoneryl and Homogeranyl Triazole Bisphosphonates. / Matthiesen, Robert A.; Wills, Veronica S.; Metzger, Joseph I.; Holstein, Sarah A; Wiemer, David F.

In: Journal of Organic Chemistry, Vol. 81, No. 19, 07.10.2016, p. 9438-9442.

Research output: Contribution to journalArticle

Matthiesen, Robert A. ; Wills, Veronica S. ; Metzger, Joseph I. ; Holstein, Sarah A ; Wiemer, David F. / Stereoselective Synthesis of Homoneryl and Homogeranyl Triazole Bisphosphonates. In: Journal of Organic Chemistry. 2016 ; Vol. 81, No. 19. pp. 9438-9442.
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