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Updated: Apr 17, 2026

Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
Catalytic Enantioselective Elimination of Cyclobutanols
Pravin Kumar1, Howard Díaz-Salazar1, Anna Iagarmina1,2
1Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Kraków, Poland.
Abstract:
Brønsted acid-mediated elimination of alcohols is a fundamental transformation in organic chemistry, yet its application in enantioselective catalysis remains largely unexplored. Here, we report a catalytic, enantioselective elimination of cyclobutanols and their trichloroacetimidate derivatives that afford cyclobutenes bearing all-carbon quaternary stereocenters. Mechanistic studies revealed that a chiral Brønsted acid catalyst mediates concerted, enantioselective elimination of cyclobutanols, whereas their trichloroacetimidates undergo stepwise elimination via a catalyst-substrate covalent intermediate. This research lays the foundation for further investigations of enantioselective elimination reactions.
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