New Synthetic Methodology for the Construction of 7-Substituted Farnesyl Diphosphate Analogs

Through the use of a 1,2-metalate rearrangement, six 7-substituted farnesol analogs were generated in a concise manner. This new synthetic route allowed us to quickly prepare several diverse farnesyl diphosphate analogs with interesting biological activities against mammalian protein-farnesyl transf...

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Bibliographic Details
Published in:Organic letters 2011-07, Vol.13 (14), p.3576-3579
Main Authors: Placzek, Andrew T, Gibbs, Richard A
Format: Article
Language:English
Subjects:
Alkyl and Aryl Transferases - antagonists & inhibitors
Alkyl and Aryl Transferases - metabolism
Animals
Mammals
Molecular Structure
Polyisoprenyl Phosphates - chemical synthesis
Polyisoprenyl Phosphates - chemistry
Polyisoprenyl Phosphates - pharmacology
Sesquiterpenes - chemical synthesis
Sesquiterpenes - chemistry
Sesquiterpenes - pharmacology
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Summary:Through the use of a 1,2-metalate rearrangement, six 7-substituted farnesol analogs were generated in a concise manner. This new synthetic route allowed us to quickly prepare several diverse farnesyl diphosphate analogs with interesting biological activities against mammalian protein-farnesyl transferase.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol201069x