Related Experiment Video
Updated: Jul 19, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
First synthesis of 1,2,3-triazolo-linked (1,6)-alpha-D-oligomannoses (triazolomannoses) by iterative Cu(I)-catalyzed
Pavel Cheshev1, Alberto Marra, Alessandro Dondoni
1Laboratorio di Chimica Organica, Dipartimento di Chimica, Via Borsari 46, 44100 Ferrara, Italy.
Abstract:
The iterative copper(I)-catalyzed cycloaddition (rt or microwave) between an ethynyl alpha-C-mannoside and alkyl 6-azido-alpha-C-mannoside derivatives was suited to the (1,6)-ligation between alpha-D-mannose units through 1,4-disubstituted triazole bridges, thus resulting in the formation of linear oligomers (80-90% yield) with alternating triazole and mannose fragments up to a triazolo-pentamannose derivative.
Related Concept Videos
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Cycloaddition Reactions: Overview
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Mechanism
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview
Oligosaccharide Assembly
Multiple sugar molecules that may or may...

