Metal-graphite reagents in carbohydrate chemistry. 8. The scope and limitations of the use of zinc/silver-graphite in the synthesis of carbohydrate-derived substituted …

…, D Jumbam, J Teslic, H Weidmann

Index: Fuerstner, Alois; Jumbam, Denis; Teslic, Judith; Weidmann, Hans Journal of Organic Chemistry, 1991 , vol. 56, # 6 p. 2213 - 2217

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Citation Number: 38

Abstract

The compatibility of different organic functional groups with the use of the zinc/silver-graphite reagent was investigated, utilizing 23 6-bromo-6-deoxy-or 6-deoxy-6-iodohexopyanosides and 5-deoxy-5-iodopentofuranose derivatives. These compounds possessed 0-acetyl, 0- benzoyl, 0-methyl-, or 0-p-tolylsulfonyl, 0-benzyl, 0-methyl, 0-isopropylidene, epoxy, acetamido deoxy, azido deoxy, chloro deoxy, and deoxy fluoro groups and included a ...