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Efficient synthesis of 3-furanosyl-6'-furanosylphosphinate through a tandem sequential radical process
Olivier Dubert1, Arnaud Gautier, Eric Condamine
1Laboratoire des Fonctions Azotées et Oxygénées Complexes, UMR 6014 CNRS, Université de Rouen, IRCOF, Rue Tesnière, F-76821 Mont Saint Aignan, France.
Organic Letters
|February 1, 2002
Abstract:
The sodium salt of hypophosphorous acid is shown to act as a double radical precursor in a double, sequential radical addition on 3-exo-methylenefuranose derivative 14 and 4-ethylenefuranose 10 to furnish phosphinates 18d in good overall yields. Unambiguous structural assignment establishes the high diastereoselection of the process.