Browsing by Author "Chadda, Rekha"
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Allylic azide rearrangement in tandem with Huisgen cycloaddition for stereoselective annulation: synthesis of C-Glycosyl iminosugars
Moynihan, Lorna; Chadda, Rekha; McArdle, Patrick; Murphy, Paul V. (American Chemical Society, 2015-12-09)Allylic azide rearrangement is used. in,tandem with. intramolecular azide-alkene cycloaddition to give a triazoline that when subsequently decomposed in the presence of a nucleophile gives piperidines. The tandem reaction ... -
Allylic azide rearrangement in tandem with intramolecular Huisgen cycloaddition for iminosugar and glycomimetic synthesis. Functionalized piperidine, pyrrolidine and pyrrolotriazoles from D-mannose
Chadda, Rekha; McArdle, Patrick; Murphy, Paul V. (Thieme Publishing, 2017-04-20)Intramolecular Huisgen azide-alkene cycloaddition reaction of 7-azido-hepta-1,5-diene-3,4-diols, prepared from methyl α-d-mannopyranoside, were carried out. Allylic azide rearrangement to secondary azides occurred ... -
Building blocks from monosaccharides for synthesis of scaffolds, including macrocycles. Application of allylic azide rearrangement, azide-alkyne cycloaddition and ring closing metathesis
Fox, Karen A.; Chadda, Rekha; Cardona, Francisco; Barron, Stephen; McArdle, Patrick; Murphy, Paul V. (Elsevier, 2020-09-18)Synthesis of compounds with characteristics of natural products are required to increase the diversity and biological relevance of compounds for screening. These include new frameworks/scaffolds, with multiple stereogenic ... -
Carbohydrates as precursors to macrocyclic and iminosugar frameworks
Chadda, Rekha (2017-09-30)Natural products have been perceived as privileged structures in drug discovery based on their evolutionary experience. Chapter 1, explores previous exploitation of this platform by medicinal chemists to identify some ... -
A route to 1-Deoxynojirimycin and 1-Deoxymannojirimycin derivatives with quaternary centers adjacent to the ring nitrogen from Methyl α-d-Mannopyranoside
Chadda, Rekha; Murphy, Paul V. (Wiley, 2020-02-03)6-Alkylated-8-azido-1,6-octadiene derivatives were prepared from methyl α-D-mannopyranoside. The sequence to allylic azide precursors included a Horner-Wadsworth-Emmons reaction with a concomitant epimerization that ...