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Mimicking Enzymes: Asymmetric Induction inside a Carbamate–Based Steroidal Cleft

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journal contribution
posted on 29.05.2019, 14:07 by Carmen Concellón, Judith Martín, Miguel Gallegos, Noé Fanjul-Mosteirín, Aurora Costales, Ángel Martín Pendás, Vicente del Amo
Cholic acid has been elaborated into a carbamate-based tripodal architecture, which is able to promote an asymmetric organic transformation inside its chiral cavity. The nature of this steroidal catalyst has been disclosed by quantum-chemical calculations. It comprises the preorganization and confinement of the reagents within the cavity of the steroid to form a supramolecular complex held together by means of cooperative H-bond contacts. This operational mode resembles that of some enzymes.