Horner–Wadsworth–Emmons Reaction of Unprotected Sugars in Water or in the Absence of Any Solvent: One‐Step Access to <i>C</i>‐Glycoside Amphiphiles

Adeline Ranoux, Maud Benoît, Jean‐Paul Guégan, Thierry Benvegnu

European Journal of Organic Chemistry · 2010 · 45 citations · 10 references

Concepts

Abstract

Abstract The synthesis of C ‐glycosides in water or in the absence of any solvent from free sugars and β‐keto phosphonates is reported. The methodology permits a one‐step access to C ‐glycoside amphiphiles in moderate‐to‐good yields. The selectivity (α/β and furanoside/pyranoside) is discussed and a process that leads to pure β‐ C ‐pyranosides is also described.

References

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