10.1021/ol101625p.s001 Dennis C. Koester Dennis C. Koester Markus Leibeling Markus Leibeling Roman Neufeld Roman Neufeld Daniel B. Werz Daniel B. Werz A Pd-Catalyzed Approach to (1→6)-Linked <i>C</i>-Glycosides American Chemical Society 2010 hydride source hydroxyl group pattern Approach DMDO alkynyl glycosides hydrogenation access method Epoxidation assembly Reinstallation disaccharide iodo reductive epoxide opening bond 2010-09-03 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/A_Pd_Catalyzed_Approach_to_1_6_Linked_i_C_i_Glycosides/2735923 A flexible and robust method for the assembly of (1→6)-linked <i>C</i>-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 α- or the β-derivative, depending on the hydride source.