Abstract
AbstractThe efficacy of the heterogeneous polystyrene‐bound triphenylphosphine gold(I) catalyst 3 (PS‐[Ph3PAuINTf2]; PS=polystyrene; Tf=trifluoromethanesulfonyl) in the activation of glycosyl ortho‐hexynylbenzoates for glycosylation is demonstrated. The shelf‐stable catalyst 3 (and its precursor 2, PS‐[Ph3PAuICl]) were fully characterized by elemental analysis, X‐ray photoelectron spectroscopy (XPS), energy dispersive spectroscopy (EDS), and scanning electron microscopy (SEM), and showed remarkable catalytic activities and recyclability in glycosylation reactions as well as in the skeletal rearrangement of the 1,6‐enyne 4. EDS analysis demonstrated that the phosphine ligand binds the gold strongly and prevents the leaching of the metal.
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