Related Experiment Video
Updated: Jan 11, 2026

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
Published on: May 27, 2015
Iron-Catalyzed Aerobic Hydration of Glycal: A Route toward Deoxy Sugars/Glycosides
Qichang Yang1, Zongquan Wang1, Jiaxue Yao1
1School of Chemical Engineering & Pharmacy, Wuhan Institute of Technology, Wuhan 430205, China.
Abstract:
We report an iron-catalyzed protocol for the efficient functionalization of glycals. Employing inexpensive iron(III) or iron(II) chloride as a catalyst and phenylsilane (PhSiH3) as an additive, this method enables the high-yield synthesis of 2-deoxy sugars and glycosides. A key modification of the Mukaiyama hydration reaction, this approach directly utilizes air as the oxygen source. It demonstrates robust activity across both protected and unprotected glycals, with notably excellent yields observed for ester-protected substrates. Its utility is further highlighted through coupling reactions with bioactive molecules, affording diverse 2-deoxy sugar derivatives.
More Related Videos
14:37High-throughput Synthesis of Carbohydrates and Functionalization of Polyanhydride Nanoparticles
Published on: July 6, 2012
08:46Regioselective O-Glycosylation of Nucleosides via the Temporary 2',3'-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides
Published on: July 26, 2018
Related Concept Videos
Aldehydes and Ketones with Water: Hydrate Formation
The formation of hydrates is a reversible reaction. Hydrate formation is influenced by steric and electronic factors accompanying the alkyl substituents on the carbonyl group: The rate of hydrate formation increases with a decrease in the number of alkyl groups attached to the carbonyl carbon. Hence,...
Alkynes to Aldehydes and Ketones: Acid-Catalyzed Hydration
Analogous to alkenes, alkynes also undergo acid-catalyzed hydration. While the addition of water to an alkene gives an alcohol, hydration of alkynes produces different products such as aldehydes and ketones.
Dehydration Synthesis
Dehydration synthesis (also called a condensation reaction) is the chemical process in which two molecules covalently link together to form a new molecule, along with the release of a water molecule. Many physiologically important compounds form by dehydration synthesis reactions, such as complex carbohydrates, proteins, DNA, and RNA.
Synthesis of carbohydrates
Sugar molecules are covalently linked together by dehydration synthesis. During the reaction, the hydroxyl (-OH) group from...
Glycolysis: Preparatory Phase
Acid-Catalyzed Dehydration of Alcohols to Alkenes
Hydrolysis
Hydrolysis is a chemical reaction in which the addition of water breaks down a polymer into its simpler monomer units. For example, peptides break into amino acids, carbohydrates into simple sugars, and DNA into nucleotides. Enzymes often facilitate these processes.
Hydrolysis Reverses Dehydration Synthesis
Complex carbohydrates can be broken down by breaking the bonds between individual sugar units. The reaction breaks a glycosidic bond as water is added to the compound. The...