β-type glycosidic bond formation by palladium-catalyzed decarboxylative allylation

• Main Authors: Xiang, Shaohua, Lu, Zhiqiang, He, Jingxi, MaiHoang, Kim Le, Zeng, Jing, Liu, Xue-Wei
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2015
• Subjects: DRNTU::Science::Chemistry::Organic chemistry::Carbanions
• Online Access: https://hdl.handle.net/10356/97375; http://hdl.handle.net/10220/25639
• Institution: Nanyang Technological University

Decarboxylative allylation of glycals: A β-type glycosidic bond has been constructed in high regio- and stereoselectivity by means of a palladium-catalyzed decarboxylative O-glycosylation. Various kinds of glycals with different protecting groups have been examined for this reaction to afford a diverse set of glycosylated products, including phenolic O-glycosides, thiophenolic S-glycoside, aliphatic O-glycosides, and disaccharides with excellent β-selectivity and reasonable to excellent yields.