Related Experiment Video
Updated: Jul 7, 2026
![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
A very efficient synthesis of a mannosyl orthoester [2]rotaxane and mannosidic [2]rotaxanes
Frédéric Coutrot1, Eric Busseron, Jean-Louis Montero
1Institut des Biomolécules Max Mousseron, UMR 5247CNRS-Universités Montpellier 2 et 1, Bâtiment de Recherche Max Mousseron, Ecole Nationale Supérieure de Chimie de Montpellier, 34296 Montpellier Cedex 5, France. frederic.coutrot@univ-moutp2.fr
Abstract:
The direct preparation of mannosyl[2]rotaxane derivatives by O-glycosylation from tetra-O-acetyl-alpha-D-mannosyltrichloroacetimidate and a tert-butylanilinium alcohol in the presence of dibenzo-24-crown-8 is described. The method appears to be very efficient and allows for the preparation of either orthoester or mannosyl rotaxane derivatives, depending on reaction conditions.
More Related Videos
Related Concept Videos
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...
Olefin Metathesis Polymerization: Overview
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Alkylation of β-Diester Enolates: Malonic Ester Synthesis

