Chemoselectivity in Self‐Promoted Glycosylation: N‐ vs. O‐Glycosylation,European Journal of Organic Chemistry

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Chemoselectivity in Self‐Promoted Glycosylation: N‐ vs. O‐Glycosylation
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2020-05-28 , DOI: 10.1002/ejoc.202000526
Alessandro Pinna ₁ , Christian Marcus Pedersen ₂

Affiliation

The chemo‐ and stereoselectivity of a self‐promoted glycosylation is studied by changing solvents, molarity, and ratio between the glycosyl donor and acceptor. The outcome of the reaction is found to be strongly dependent on these parameters and can, to a large extend, be controlled. S_Ni and S_N1 are suggested to be the competing mechanistic pathways.