2024
DOI: 10.1002/chem.202403822
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Ni‐Catalyzed Stereodivergent Synthesis of N‐Glycosides

Jinhong Chen,
Ruben Martin

Abstract: Herein, we describe a stereoselective Ni‐catalyzed N‐glycosylation of glycals. The reaction is enabled by addition of an in situ generated nickel hydride across an olefin prior to C–N bond‐formation. Stereodivergence can be accomplished on kinetic or thermodynamic grounds, thus giving access to either α‐ or β‐N‐glycosides with equal ease. The protocol is distinguished by its operational simplicity, generality and exquisite selectivity, thus offering a new gateway to expedite the synthesis of N‐glycosides.

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