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Structure and Reactivity of Glycosyl Isocyanides

descriptionPublicationkeyboard_double_arrow_right Article 14 Dec 2018 Netherlands, Poland English Publisher:WileyJournal:European Journal of Organic Chemistry, volume 2,019, pages 50-55 (issn: 1434-193X, eissn: 1099-0690,

Authors: Constantinos G. Neochoritis; Ehsan Ghonchepour; Maryam Kazemi Miraki; Tryfon Zarganes‐Tzitzikas; Katarzyna Kurpiewska; Justyna Kalinowska‐Tłuścik; Alexander Dömling;

doi: 10.1002/ejoc.201801588

pmid: 33981183

pmc: PMC8112802

handle: 11370/ddc09b99-af47-48dc-9528-a02d80bb63bb

Structure and Reactivity of Glycosyl Isocyanides

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Abstract

3D structural information was obtained from mono‐, di‐ and trisaccharide formamide and isocyanide derivatives by analysis of their X‐ray crystal structure and NMR spectroscopy. The isocyanide anomeric effect was observed. Data mining of the Cambridge Structural Database (CSD) was performed and statistically confirmed our findings. Application of the glycoside isocyanides in the synthesis of novel glycoconjugates as drug‐like scaffolds by MCR chemistry underscores the usefulness of the novel building blocks.

Countries

Netherlands, Poland

Related Organizations

University of Groningen
Netherlands
University of Gronigen
Netherlands
University of Groningen; Department of Pharmacy
Netherlands
Jagiellonian University
Poland
FACULTY OF CHEMISTRY
Poland

Keywords

Multicomponent reactions, Oligosaccharides, Isocyanides, Amides, Anomeric effect

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