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Mimicking Enzymes: Asymmetric Induction inside a Carbamate-Based Steroidal Cleft.

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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… Click to show full abstract

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.

Keywords: induction inside; enzymes asymmetric; carbamate based; asymmetric induction; carbamate; mimicking enzymes

Journal Title: Organic letters
Year Published: 2019

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