Related Experiment Video
Updated: Feb 13, 2026

Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
Highly enantioselective access to diketopiperazines via cinchona alkaloid catalyzed Michael additions
Alejandro Cabanillas1, Christopher D Davies2, Louise Male1
1School of Chemistry , University of Birmingham , Edgbaston , Birmingham , B15 2TT UK.
Abstract:
Michael addition reactions of triketopiperazine (TKP) derivatives to enones, mediated by a cinchona alkaloid-derived catalyst, deliver products in high yield and enantiomeric ratio (er). Use of unsaturated ester, nitrile or sulfone partners gives bridged hydroxy-diketopiperazine (DKP) products resulting from a novel Michael addition-ring closure.
Related Concept Videos
Conjugate Addition of Enolates: Michael Addition
Base-Catalyzed Aldol Addition Reaction
Acid-Catalyzed Aldol Addition Reaction
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Conjugate Addition (1,4-Addition) vs Direct Addition (1,2-Addition)
Conjugate addition results in a thermodynamically stable product. The reaction retains the stronger C=O bond at the expense of the weaker C=C π bond. The process is slow as the β carbon is less electrophilic than the carbonyl carbon.
Direct addition products are...
Additional Subnuclear Structures
The nucleus contains many membrane-less subnuclear organelles or nuclear bodies, such as nucleoli, Cajal bodies, speckles,...

