Issue 16, 2006

Optical resolution methods

Abstract

Despite the large number of elaborate enantioselective syntheses for the preparation of a single enantiomer to achieve industrial and scientific goals, the separation and purification of enantiomers (components of racemic compounds) is also necessary. Hence, we present the most often used thought-provoking modern methods based on momentous recognitions (e.g. spontaneous resolution, induced crystallization, resolution by formation of diastereomers, resolution by formation of non-covalent diastereomers, resolution by diastereomeric salt formation, resolution by diastereomeric complex formation, “half equivalent” methods of resolution, separation by crystallization, separation by distillation, separation by supercritical fluid extraction, resolution with mixtures of resolving agents, resolution with a derivative of the target compound, enantioselective chromatography, resolution by formation of covalent diastereomers, resolution by substrate selective reaction, kinetic resolution without enzymes, kinetic resolution by enzyme catalysis, hydrolytic and redox enzymes, kinetic and thermodynamic control, resolutions combined with 2nd order asymmetric transformations, enrichment of partially resolved mixtures, role of the solvent and methods of optimization in the separation of diastereoisomers, non-linear effects and selected examples of resolution on an industrial scale).

Graphical abstract: Optical resolution methods

Article information

Article type
Perspective
Submitted
28 Feb 2006
First published
07 Jul 2006

Org. Biomol. Chem., 2006,4, 3011-3030

Optical resolution methods

E. Fogassy, M. Nógrádi, D. Kozma, G. Egri, E. Pálovics and V. Kiss, Org. Biomol. Chem., 2006, 4, 3011 DOI: 10.1039/B603058K

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