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J Am Chem Soc. 2013 Feb 20;135(7):2470-3. doi: 10.1021/ja3125405. Epub 2013 Feb 11.

Late-stage deoxyfluorination of alcohols with PhenoFluor.

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1
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.

Abstract

An operationally simple protocol for the selective deoxyfluorination of structurally complex alcohols is presented. Several fluorinated derivatives of natural products and pharmaceuticals have been prepared to showcase the potential of the method for late-stage diversification and its functional group compatibility. A series of simple guidelines for predicting the selectivity in substrates with multiple alcohols is given.

PMID:
23397884
PMCID:
PMC3596866
DOI:
10.1021/ja3125405
[Indexed for MEDLINE]
Free PMC Article
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