Recent advances in gold-catalyzed glycosylation - Carbohydrate Chemistry: Chemical and Biological Approaches - page 146

Scheme 8
Scheme 9
benzylidene groups may tolerate AuBr 3 catalyzed glycosylation reaction
condition. 16 Later, they found AuBr 3 selectively activated propargyl
1,2-orthoesters in presence of propargyl glycoside, propargyl ethers 17 and
n-pentenyl glycosides. 18 Hotha and co-workers successfully applied pro-
pargyl 1,2-orthoesters in the stereoselective synthesis of 1,2-trans glycosyl
amino acids 19 and interesting glycomonomers. 20 They also employed
AuBr 3 -catalyzed selective activation of propargyl 1,2-orthoester in the
presence of propargyl glycoside as a key step to the synthesis of tetra-
saccharide motif of the Leishmania donovani lipophosphoglycan. 21
In 2013, AuCl 3 was found to enable the stereoselective glycosidation of
propargyl 1,2-orthoester of arabinofuranose 48 with various aglycones
(aliphatic, aromatic, steroidal, amino acid) and sugar-based aglycones
to afford corresponding 1,2-trans arabinofuranosides by Hotha and