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The reaction of partially protected aldoses with (carbomethoxymethyl)triphenylarsonium bromide and zinc in toluene gave E α,β-unsaturated acyclic esters. When intramolecular transesterification occurred bicyclic 1,4-lactone derivatives were formed concurrently. Otherwise, using these non alcaline conditions, olefination did not favour the formation of C-glycosyl derivatives. On the other hand,...
Le 6-desoxy-6-iodo-d-fructose a ete obtenu a partir du d-fructose en trois etapes: acetylation partielle, iodation pour conduire a un derive acyclique d'un d-arabino-hex-2-ulose, suivi de la deprotection des acetates. Les structures ont pu etre etablies sans ambigute par simulation des spectres RMN de 1 H.
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