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Utilisation d'ylides du phosphore en chimie des sucres. XVIII Synthèse de furannoses à insaturation conjuguée. Communication préliminaire
Author(s) -
Tronchet Jean M. J.,
Cottet Christian,
Gentile Bernard,
Mihaly Eva,
Zumwald JeanBernard
Publication year - 1973
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19730560542
Subject(s) - chemistry , wittig reaction , conjugated system , degree of unsaturation , furanose , carbonyl group , medicinal chemistry , ring (chemistry) , stereochemistry , organic chemistry , polymer
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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