STEREODIRECTING EFFECT OF CYCLIC SILYL PROTECTING GROUPS IN CHEMICAL GLYCOSYLATION
STEREODIRECTING EFFECT OF CYCLIC SILYL PROTECTING GROUPS IN CHEMICAL GLYCOSYLATION
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DOI：
10.7831/ras.6.1
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发表时间：
2018-02
期刊：
影响因子：
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通讯作者：
Nahoko Yagami;A. Imamura
中科院分区：
文献类型：
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作者：
Nahoko Yagami;A. Imamura
已发现具有环状甲硅烷基保护基团的糖基供体，例如二叔丁基亚甲硅基 (DTBS) 和四异丙基二硅氧烷亚基 (TIPDS) 基团，会影响多种化学糖基化的立体选择性。此外，环限制对立体选择性糖基化的影响为化学糖基化的反应机制提供了新的见解。我们对使用此类环限制性糖基供体进行立体选择性糖基化及其在合成生物学相关碳水化合物分子中的应用进行了历史概述。
Glycosyl donors with cyclic silyl protecting groups, such as di-tert-butylsilylene (DTBS) and tetraisopropyldisiloxanylidene (TIPDS) groups, have been found to affect the stereoselectivity of diverse chemical glycosylations. Moreover, the effects of ring-restriction for stereoselective glycosylations have provided new insights into the reaction mechanism of chemical glycosylation. We present a historical overview of stereoselective glycosylations using such ring-restricted glycosyl donors and their applications to the synthesis of biologically relevant carbohydrate molecules.