N-Alkylated Analogues of Indolylthio Glycosides As Glycosyl Donors with Enhanced Activation Profile

Overview

Journal European J Org Chem

Specialty Biochemistry

Date 2022 Nov 7

PMID 36339352

Authors

Ganesh Shrestha

Matteo Panza

Yashapal Singh

Keith J Stine

Alexei V Demchenko

Affiliations

Soon will be listed here.

Abstract

While studying indolylthio glycosides, previously we determined their activation profile that required large excess of activators. This drawback was partially addressed in the present study of N-alkylated SInR derivatives. The activation process was studied by NMR and the increased understanding of the mechanism led to a discovery of different activation pathways taking place with SIn versus SInR derivatives. Also investigated was orthogonality of the SInR leaving groups versus thioglycosides and selective activation of thioimidates over SInR glycosides.

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