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Representations of the transition states for antiperiplanar attack by π-type C-nucleophiles, and alcohols on the disfavored face of the glycosyl oxocarbenium ions (cf Figure 2, α-for manno- and β-for gluco) highlighting the influence of the C2-H2 bond. Of the two unhindered staggered conformations available for O-glycoside formation only the one taking account of any developing exo-anomeric effect is illustrated.
