Utilisation d'ylides du phosphore en chimie des sucres. XVIII Synthèse de furannoses à insaturation conjuguée. Communication préliminaire

Jean M. J. Tronchet, Christian Cottet, Bernard Gentile, Eva Mihaly, Jean‐Bernard Zumwald

Helvetica Chimica Acta · 1973 · 15 citations · 11 references

Concepts

Abstract

Abstract Several sugars with conjugated unsaturation (dienes or α, β‐unsaturated carbonyl compounds) have been synthesised by use of Wittig reactions. Keto‐sugars bearing a carbonyl group α to a furanose ring are prone to undergo an elimination leading to conjugated unsaturated systems. This constitutes a novel kind of side‐reaction in the application of Wittig reactions to carbonyl sugars. The synthesis of a new kind of acetylenic sugar is also described.

References

11