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Synthesis and photoinitiated thiol–ene reactions of exo-mannals – a new route to C-β-d-mannosyl derivatives

机译:EXO-MANNALS的合成和光灭绝的硫醇-NEE反应 - 一种C-β-D-甘露糖基衍生物的新途径

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Syntheses of acyl protected exo -mannal derivatives were developed starting from O -peracylated mannopyranoses via the corresponding anhydro-aldose tosylhydrazones under modified Bamford–Stevens conditions. The synthesis of analogous O -peralkylated (benzylated and isopropylenated) derivatives was carried out from pyranoid and furanoid mannonolactones using methylene transfer reagents. Photoinitiated thiol–ene additions of these exo -mannals resulted in the corresponding C -(mannopyranosyl/mannofuranosyl)methyl sulfides in medium to good yields with exclusive regio- and β( D ) stereoselectivities.
机译:在改性Bamford-stevens条件下通过相应的Anhydro-醛甲酰基腙从O-甲基丙烯酸甲苯腙开始,开发了酰基保护的外甲醛衍生物的合成。使用亚甲基转移试剂从吡喃醇和呋喃烷甘油酮中进行类似o-烷基化(苄化和异丙基)衍生物的合成。光灭绝化的硫醇-NEE的添加这些EXO-营养蛋白导致相应的C - (甘露酸酯基/甘露胶蛋白基)甲基硫化物中的较好的产量,具有独占的Regio-andβ(d)立体切性。

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