Synthese de cetoses a chaine ramifiee dans la serie du d-fructose et du d-psicose |
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| Authors: | G Vass AM Sepulchre SD Gero |
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| Institution: | Institut de Chimie des Substances Naturelles, C.N.R.S., 91190 Gif-sur-Yvette, France |
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| Abstract: | Stereospecific synthesis of branched-chain 3-C-formyl, 3-C-hydroxymethyl and 3-C-methyl derivatives of d-psicose have been achieved via nucleophilic C-acylation by means of the 1,3-dithian carbanion of 1,2:4,5-di-O-isopropylidene-β-d-erythro-hexo-2,3-diulo-2,6-pyranose 1. Addition of nitromethane to 1 led to d-psicose and d-fructose derivatives 8 and 9. |
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