Related Experiment Video
Updated: Aug 6, 2026

Retropinacol/Cross-pinacol Coupling Reactions - A Catalytic Access to 1,2-Unsymmetrical Diols
Published on: April 4, 2014
Highly stereoselective oxidative esterification of aldehydes with beta-dicarbonyl compounds
1Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, Quebec H3A 2K6, Canada.
Abstract:
Copper-catalyzed oxidative esterification of aldehydes with beta-dicarbonyl compounds was developed using tert-butyl hydroperoxide as an oxidant. In general, the enol esters were synthesized in good yields (up to 87%) and high stereoselectivity under the optimized reaction conditions.
Related Concept Videos
Reactions of Aldehydes and Ketones: Baeyer–Villiger Oxidation
The carbonyl center is activated by...
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
β-Dicarbonyl Compounds via Crossed Claisen Condensations
Preparation of Aldehydes and Ketones from Carboxylic Acid Derivatives
Carboxylic acid derivatives like acid chlorides and esters are more easily reducible than the corresponding acids. The derivatives reduce in the presence of mild reducing agents to give aldehydes. Aldehydes can also be prepared by Rosenmund reduction, that is, the reduction of acid...
Aldol Condensation with β-Diesters: Knoevenagel Condensation

