CAN-Mediated Synthesis of 2-Deoxy Sugars: Access to Chiral 2-Deoxy 3-Bisindolyl- C -glycosides

作者：Yogesh Kumar Yadav, Ram Sagar · 发表于：Organic Letters · 年份：2025 · DOI：10.1021/acs.orglett.5c00976 · 被引用次数：6 · 研究领域：Carbohydrate Chemistry and Synthesis、Synthesis of Indole Derivatives、Chemical Synthesis and Analysis

The 2-deoxy sugars and bisindole moieties are ubiquitously found in natural products and play a crucial role in medicinal chemistry and chemical biology. Herein, we report a novel, quick, and highly effective technique that utilizes ceric ammonium nitrate (CAN) to synthesize 2-deoxy sugars from various protected glycals within 1–2 h. Additionally, we further explore the new process of transforming 2-deoxy sugars into chirally pure 2-deoxy-3-bisindolyl- C -glycosides molecular scaffolds using a catalytic amount of indium trichloride (InCl 3 ) in good yields at room temperature. This method emphasizes inherited stereo diversity and a wide substrate scope, which enables the synthesis of various new 2-deoxy 3-bisindolyl- C -glycoside analogues, paving the way for further exploration of their application in medicinal chemistry and chemical biology.