Application of Interrupted Pummerer Reaction Mediated (IPRm) Glycosylation in Natural Product Synthesis
Application of Interrupted Pummerer Reaction Mediated (IPRm) Glycosylation in Natural Product Synthesis
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间断普默勒反应介导（IPRm）糖基化在天然产物合成中的应用
DOI：
10.1002/tcr.201900097
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发表时间：
2020
期刊：
影响因子：
6.6
通讯作者：
Wan Qian
中科院分区：
文献类型：
--
作者：
Zhao Xiang;Zeng Jing;Meng Lingkui;Wan Qian
尽管已经开发了许多用于构建糖苷键的糖基化方法，但发现快速组装策略以获得复杂糖苷键的步伐从未停止。在过去的几年里，我们将间断的Pummerer反应引入到碳水化合物化学中，并开发了两对潜在/活性糖基供体，OPTB/OPSB和SPTB/SPSB糖苷。通过对反应机理的深入研究和底物范围的确定，进一步阐明了这些新型糖基化方法在合成天然生物活性糖缀合物方面的应用前景。本文介绍了IPRm糖基化反应的发展，特别是在苯乙醇类化合物和树脂糖苷合成中的应用。
Although numerous glycosylation methods have been developed for the construction of glycosidic bonds, the pace of discovering rapid assembly strategies to access complex glycosidic linkages never stops. Over the last several years, we have introduced interrupted Pummerer reaction into carbohydrate chemistry and developed two pairs of latent/active glycosyl donors, OPTB/OPSB and SPTB/SPSB glycosides. After thorough investigation of the reaction mechanism and establishment of the substrate scopes, the extension of these novel glycosylation methods to synthesize naturally occurring biological active glycoconjugates was further illustrated. In this account, the development and especially the application of IPRm glycosylation in the synthesis of phenylethanoids and resin glycosides were introduced.