Diastereoselective synthesis of C‑vinyl glycosides via gold(I)-catalyzed tandem 1,3-acyloxy migration/Ferrier rearrangement

• Main Authors: Huang, Nianyu, Liao, Hongze, Yao, Hui, Xie, Tianpeng, Zhang, Shasha, Zou, Kun, Liu, Xue-Wei
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2020
• Subjects: Science::Chemistry; Catalysts; Chemical Reactions
• Online Access: https://hdl.handle.net/10356/144929
• Institution: Nanyang Technological University

A novel gold-catalyzed C-glycosylation has been developed to gain access to α,(Z)-selective C-vinyl glycosides, starting from readily available glycals and propargylic carboxylate. This reaction involves a tandem intermolecular gold-catalyzed 1,3-acyloxy migration/Ferrier rearrangement with the invo...