Coupling of anhydro-aldose tosylhydrazones with hydroxy compounds and carboxylic acids: a new route for the synthesis of <em>C</em>-β-D-glycopyranosylmethyl ethers and esters

Tímea Kaszás; Marietta Tóth; Sándor Kun; László Somsák

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Coupling of anhydro-aldose tosylhydrazones with hydroxy compounds and carboxylic acids: a new route for the synthesis of C-β-D-glycopyranosylmethyl ethers and esters

机译：脱水醛糖甲苯磺酰hydr与羟基化合物和羧酸的偶联：合成 C -β-D-甘露糖基甲基醚和酯的新途径

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Cross couplings of O-peracylated 2,6-anhydro-aldose tosylhydrazones (C-(β-D-glycopyranosyl)formaldehyde tosylhydrazones) with alcohols, phenols, and carboxylic acids were studied under thermic or photolytic conditions in the presence of K₃PO₄ or LiOtBu. The reactions failed with EtOH, BnOH, or tBuOH, however, (CF₃)₂CHOH, electron poor phenols and carboxylic acids gave the corresponding C-β-D-glycopyranosylmethyl ethers and esters, respectively, representing a new access to these glycomimetic compounds. 展开▼

机译： O -过酰基化的2,6-脱水脱水醛糖甲苯磺酰（（ C -（β- D -甘氨酸核糖基）甲醛甲苯磺酰nes与醇的交叉偶联在K _{3 PO _{4 或K的存在下，在热或光解条件下研究了苯酚，羧酸LiO t Bu。用EtOH，BnOH或 t BuOH会使反应失败，但是（CF _{3 ） _{2 CHOH，电子贫乏的酚和羧酸分别提供相应的 C -β- D -糖基核糖基甲基醚和酯，这代表了这些仿糖化合物的新途径。}}}} 展开▼

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《RSC Advances》 |2017年第17期|共9页

作者
Tímea Kaszás; Marietta Tóth; Sándor Kun; László Somsák;
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中图分类化学;

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1. Coupling of anhydro-aldose tosylhydrazones with hydroxy compounds and carboxylic acids: a new route for the synthesis of C-β-D-glycopyranosylmethyl ethers and esters [J] . Tímea Kaszás, Marietta Tóth, Sándor Kun, RSC Advances . 2017,第17期

机译：脱水醛糖甲苯磺酰hydr与羟基化合物和羧酸的偶联：合成 C -β-D-甘露糖基甲基醚和酯的新途径

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Coupling of anhydro-aldose tosylhydrazones with hydroxy compounds and carboxylic acids: a new route for the synthesis of C-β-D-glycopyranosylmethyl ethers and esters

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