PMID: 11900521Mar 20, 2002Paper

The propargylic route as a short and versatile entry to optically active monofluorinated compounds

Accounts of Chemical Research
M PrakeschRené Grée

Abstract

Using selected models and appropriate NMR techniques, it has been demonstrated that dehydroxyfluorination in the propargylic position can be highly regio- and stereoselective. The corresponding propargylic fluorides are very useful intermediates for short preparations of stereodefined unsaturated or polyunsaturated compounds with a single fluorine atom in allylic or propargylic position. This strategy offers good means for the synthesis of chiral, nonracemic monofluorinated analogues of natural products.

References

Mar 14, 2001·Natural Product Reports·D J Faulkner

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Citations

Oct 7, 2006·Chemical Communications : Chem Comm·Laurence CarrollVéronique Gouverneur
Jun 6, 2007·Angewandte Chemie·Yu-hong LamVéronique Gouverneur
May 3, 2008·Organic & Biomolecular Chemistry·Laurence CarrollVéronique Gouverneur
Jul 23, 2013·Angewandte Chemie·Theresa LiangTobias Ritter
Dec 25, 2013·Beilstein Journal of Organic Chemistry·Santos FusteroCarlos Del Pozo
Nov 10, 2013·Beilstein Journal of Organic Chemistry·Assaad Nasr El DineRené Grée
Jun 12, 2008·Chemical Reviews·M Carmen PachecoVéronique Gouverneur
Jun 13, 2009·The Journal of Organic Chemistry·Pierre BannwarthRené Grée
Apr 10, 2015·Chemical Reviews·Pier Alexandre ChampagneJean-François Paquin
Oct 22, 2005·The Journal of Organic Chemistry·Raj K SreeruttunHenry F Schaefer Iii

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