Related Experiment Video
Updated: Jan 11, 2026

Light-driven Enzymatic Decarboxylation
Published on: May 22, 2016
Photocatalyst-Free 1,2-vic Elimination toward the Synthesis of 4,6-O-Protected Glycals under Visible Light
Sanchari Kundu1, Ramanand Das1, Rahul Haldar1
1Department of Chemical Sciences, Bose Institute, EN 80, Sector V, Bidhan Nagar, Kolkata, West Bengal 700091, India.
Abstract:
A photocatalyst-free vicinal elimination of 1,2-functionalized pyranoses has been developed using a mild base such as triethylamine (Et3N). This method enables the synthesis of synthetically challenging 4,6-O-protected unsaturated sugars from readily accessible 2-deoxy-2-haloglycopyranosyl azides. The reaction proceeds under blue LED irradiation via the formation of an electron donor-acceptor (EDA) complex, as confirmed by UV-vis spectroscopy. Controlled experiments confirm that the presence of both azide and halogen is essential for the vicinal elimination, irrespective of their relative position and stereochemistry.
More Related Videos
06:34Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS
Published on: June 20, 2014
10:21Developing Photosensitizer-Cobaloxime Hybrids for Solar-Driven H2 Production in Aqueous Aerobic Conditions
Published on: October 5, 2019
Related Concept Videos
Cycloaddition Reactions: MO Requirements for Photochemical Activation
Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Preparation of Diols and Pinacol Rearrangement
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Oxidative Cleavage of Alkenes: Ozonolysis
Ozone is a symmetrical bent molecule stabilized by a resonance structure.