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Selective Prins Reaction of Styrenes and Formaldehyde Catalyzed by 2,6-Di-tert-butylphenoxy(difluoro)borane

Thorsten Bach*, Johannes Löbel

*Technische Universität München, Lehrstuhl für Organische Chemie I, Lichtenbergstr. 4, 85747 Garching, Germany, Email:

T. Bach, J. Löbel, Synthesis, 2002, 2521-2526.

DOI: 10.1055/s-2002-35645


A sterically congested Lewis acid was used as catalyst in the Prins reaction of various styrenes and formaldehyde. 4-Aryl-1,3-dioxanes were selectively formed as the exclusive products of the reaction with styrenes and vinylthiophenes with good to excellent yields.

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Key Words

Prins reaction, carbocations, catalysis, chemoselectivity, electrophilic additions, Lewis acids

ID: J66-Y2002-1690