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Title: A Pd-catalyzed approach to (1-->6)-linked C-glycosides. Author: Koester DC, Leibeling M, Neufeld R, Werz DB. Journal: Org Lett; 2010 Sep 03; 12(17):3934-7. PubMed ID: 20687593. Abstract: A flexible and robust method for the assembly of (1-->6)-linked C-glycosidic disaccharides is presented. The key reaction is a Pd-catalyzed coupling of 1-iodo- or 1-triflato-glycals with alkynyl glycosides. Reinstallation of the native hydroxyl group pattern is achieved after selective hydrogenation of the triple bond using Raney-nickel. Epoxidation with DMDO and reductive epoxide opening gives access to either the alpha- or the beta-derivative, depending on the hydride source.[Abstract] [Full Text] [Related] [New Search]