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Application of Interrupted Pummerer Reaction Mediated (IPRm) Glycosylation in Natural Product Synthesis
The Chemical Record ( IF 7.0 ) Pub Date : 2020-02-26 , DOI: 10.1002/tcr.201900097
Xiang Zhao 1 , Jing Zeng 1 , Lingkui Meng 1 , Qian Wan 1, 2
Affiliation  

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.

中文翻译:

中断Pummerer反应介导(IPRm)糖基化在天然产物合成中的应用。

尽管已开发出许多糖基化方法来构建糖苷键,但是发现快速组装策略以接近复杂的糖苷键的步伐从未停止。在过去的几年中,我们已将中断的Pummerer反应引入碳水化合物化学中,并开发了两对潜在的/活性的糖基供体,即OPTB / OPSB和SPTB / SPSB糖苷。在深入研究反应机理并确定底物范围之后,进一步说明了这些新颖的糖基化方法在合成天然存在的生物活性糖缀合物方面的扩展。因此,介绍了IPRm糖基化的发展,特别是在苯乙醛类和树脂糖苷合成中的应用。
更新日期:2020-02-26
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