Dynamic Thermodynamic Resolution: Control of Enantioselectivity through Diastereomeric Equilibration
Accounts of Chemical Research2000Vol. 33(10), pp. 715–727
Citations Over TimeTop 10% of 2000 papers
Peter Beak, David R. Anderson, M. David Curtis, Jason M. Laumer, Daniel J. Pippel, Gerald A. Weisenburger
Abstract
A theoretical foundation, tools for recognition and control, and recent examples of a class of asymmetric transformation termed dynamic thermodynamic resolution are presented. Enantioselective reaction pathways that involve an induced diastereomeric equilibration to intermediates, which are configurationally stable on the time scale of a subsequent reaction, are illustrated. Dynamic thermodynamic resolution differs from the classic, well-documented pathways of kinetic resolution and dynamic kinetic resolution in that equilibration and resolution can be operative on one system in separate controllable steps. This approach offers a high level of flexibility and provides multiple opportunities for optimization of enantioselectivity.
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