| 宋晓菲,李东伟,王鹏,等.2-脱氧-2-氨基葡萄糖-β-糖苷键的构建[J].中国海洋药物,2026,(1):-. |
| 2-脱氧-2-氨基葡萄糖-β-糖苷键的构建 |
| Construction of the β-glycosidic bonds of 2-amino-2-deoxy-β-D-glucosides |
| 投稿时间：2024-06-18 修订日期：2025-02-18 |
| DOI： |
| 中文关键词: 2-脱氧-2-氨基糖-β-糖苷 糖苷化 硫苷 溴化碘 2,4-二硝基苯磺酰基 |
| English Keywords:2-amino-2-deoxy-β-glycosides glycosylation thioglycosides iodine monobromide 2,4-dinitrobenzenesulfonyl |
| Fund Project: |
|
| 摘要点击次数: 151 |
| 全文下载次数: 0 |
| 中文摘要: |
| 目的 2-脱氧-2-氨基糖-b-糖苷键广泛存在于海洋天然产物中,旨在建立一种构建这类糖苷键的新方法。方法 发展了一种溴化碘(IBr)/三氟甲磺酸银(AgOTf)作为活化体系,以2,4-二硝基苯磺酰基(DNs)保护的氨基葡萄糖硫苷作为供体,高立体选择性地合成2-脱氧-2-氨基糖-b-糖苷的方法。结果 该方法具有广泛的底物适用范围,能够与不同的受体进行糖苷化反应,以61~94%的产率实现了7个氨基葡萄糖-b-糖苷化产物的合成,为合成含有2-脱氧-2-氨基糖-b-糖苷的海洋天然产物提供了新方法。 |
| English Summary: |
| Objective 2-Amino-2-deoxy-β-glycosidic bonds are widely present in marine natural products, this paper aims at developing a novel method to construct such linkages. Methods developing a method for the stereoselective synthesis of 2-amino-2-deoxy-β-glycosides using iodine monobromide (IBr)/silver trifluoromethanesulfonate (AgOTf) as the activator and 2,4-dinitrobenzenesulfonyl (DNs)-protected glucosamine thioglycoside as the donor. Results This method has a broad substrate scope, allowing glycosylation reactions with different alcohol acceptors to accomplish the synthesis of seven desired b-glycosides in 61~94% yields. This method provides a new approach to the synthesis of marine natural products containing 2-amino-2-deoxy-β-glycosides. |
| 查看/发表评论 下载PDF阅读器 |
|
| 关闭 |
|
|
|