Related Experiment Video
Updated: Jul 12, 2026

Heterogeneous Removal of Water-Soluble Ruthenium Olefin Metathesis Catalyst from Aqueous Media Via Host-Guest Interaction
Published on: August 23, 2018
Catalytic asymmetric hydroxymethylation of silicon enolates using an aqueous solution of formaldehyde with a chiral
Shunpei Ishikawa1, Tomoaki Hamada, Kei Manabe
1Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku Tokyo 113-0033, Japan.
Abstract:
Catalytic asymmetric hydroxymethylation of silicon enolates has been achieved. In this reaction, an aqueous solution of formaldehyde can be used to realize an easy and safe procedure, and high enantioselectivities have been obtained. This is the first example of catalytic asymmetric reactions in aqueous media with a chiral scandium complex.
Related Concept Videos
Catalysis
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration
Esters to Carboxylic Acids: Acid-Catalyzed Hydrolysis
During hydrolysis, the ester is first activated towards nucleophilic attack through the protonation of the carboxyl oxygen atom by the acid catalyst. The protonation makes the ester carbonyl carbon more electrophilic. In the next step, water acts as a nucleophile and adds to the...
Cationic Chain-Growth Polymerization: Mechanism
Catalysis
Leveling Effect

