Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Huazhong University of Science and Technology, 13 Hangkong Road, Wuhan, Hubei, 430030, China.
Institute of Brain Research, Huazhong University of Science and Technology, China.
Chem Rec. 2020 Jul;20(7):743-751. doi: 10.1002/tcr.201900097. Epub 2020 Feb 26.
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.
尽管已经开发出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过。在过去的几年中，我们将中断的 Pummerer 反应引入碳水化合物化学，并开发了两对潜伏/活性糖基供体，OPTB/OPSB 和 SPTB/SPSB 糖苷。在彻底研究了反应机制并确定了底物范围之后，进一步说明了这些新型糖基化方法在合成天然存在的生物活性糖缀合物中的应用。在本报告中，介绍了 IPRm 糖基化在苯乙醇苷和树脂糖苷合成中的发展和应用。
