Self‐Promoted N‐Glycosylation: Extended Substrate Scope and Substituent Effects

نویسندگان

چکیده

A self-promoted glycosylation method for the stereoselective formation of β-glucosides from a substrate library glycosyl trichloroacetimidate donors and acceptors is presented. The simple two-component reaction takes place at elevated temperatures, without addition any additives or catalysts. After basic workup, N-glycosides were obtained in good yields with high β-selectivity hence this allows easy access to glycoconjugates under very mild conditions. influences neighboring group participation substituents, both donor acceptor, studied. Kinetic data situ IR these used Hammett study. connection between pKa acceptor rate was found new mechanistic insight glycosylations gained.

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ژورنال

عنوان ژورنال: European Journal of Organic Chemistry

سال: 2023

ISSN: ['1434-193X', '1099-0690']

DOI: https://doi.org/10.1002/ejoc.202300213