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

✍ Scribed by Jean M. J. Tronchet; Christian Cottet; Bernard Gentile; Eva Mihaly; Jean-Bernard Zumwald

Publisher
John Wiley and Sons
Year
1973
Tongue
German
Weight
287 KB
Volume
56
Category
Article
ISSN
0018-019X

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✦ Synopsis

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.

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