Ir(I)‐Catalyzed C−H Glycosylation for Synthesis of 2‐Indolyl‐C‐Deoxyglycosides

• DOI: 10.1002/adsc.202100855
• Publication Date: 2021-08-31T02:39:20Z
• Authors: Changyue Yu; Yichu Liu; Xiong Xie; Shulei Hu; Shurui Zhang; Mingjie Zeng; Dan Zhang; Jiang Wang; Hong Liu
• Keywords: Functional group

Abstract The construction of 2‐deoxy‐ C ‐glycosides has gradually become a hotspot carbohydrate chemistry in recent years. In this work, we present an efficient, regioselective, stereoselective and widely applicable strategy for the synthesis 2‐indolyl‐ ‐deoxyglycosides via Ir(I)‐catalyzed, pyridine‐group‐directed C−H functionalization. This method exhibits high tolerance functional groups indoles protecting carbohydrates. Moreover, protocol good stereoselectivity mainly produces β ‐configuration products. Gram‐scale several practical transformations were conducted further applications. Meantime, also explored mechanism proposed catalytic cycle magnified image