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Ni-Catalyzed Stereodivergent Synthesis of N-Glycosides.

Authors :
Chen J
Martin R
Source :
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2024 Nov 29, pp. e202403822. Date of Electronic Publication: 2024 Nov 29.
Publication Year :
2024
Publisher :
Ahead of Print

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.<br /> (© 2024 Wiley-VCH GmbH.)

Details

Language :
English
ISSN :
1521-3765
Database :
MEDLINE
Journal :
Chemistry (Weinheim an der Bergstrasse, Germany)
Publication Type :
Academic Journal
Accession number :
39612346
Full Text :
https://doi.org/10.1002/chem.202403822