Efficient Synthesis of 3-Furanosyl-6‘-furanosylphosphinate through a Tandem Sequential Radical Process

Olivier Dubert, Arnaud Gautier, Eric Condamine, Serge R. Piettre

Organic Letters · 2002 · 37 citations · 9 references

Concepts

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.

References

9