Enzyme-like Control of Carbocation Deprotonation Regioselectivity in Supramolecular Catalysis of the Nazarov Cyclization

Department of Chemistry, University of California, Berkeley, Berkeley, CA 94720-1416, USA.
Angewandte Chemie International Edition (Impact Factor: 11.26). 11/2011; 50(45):10570-3. DOI: 10.1002/anie.201105325
Source: PubMed


Die kinetisch kontrollierte, regioselektive Deprotonierung von Cyclopentenylkationen wird durch Verkapselung mit einem Metall-Ligand-Aggregat vermittelt. Die Regiochemie des Deprotonierungsschritts bestimmt, welches der beiden möglichen Produkte gebildet wird. Feine Unterschied in der Stereochemie des Kations kehren zudem die Selektivität des Prozesses um (siehe Schema).

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