Dynamic thermodynamic resolution: control of enantioselectivity through diastereomeric equilibration.
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.
Beak
P
P
Department of Chemistry, University of Illinois at Urbana-Champaign, Urbana, Illinois 61801, USA.
Anderson
D R
DR
Curtis
M D
MD
Laumer
J M
JM
Pippel
D J
DJ
Weisenburger
G A
GA
D013237:Stereoisomerism; D013816:Thermodynamics