Organic Chemistry Portal



A General Catalytic Asymmetric Prins Cyclization

Luping Liu, Philip S. J. Kaib, Aurélien Tap and Benjamin List*

*Max-Planck-Institut für Kohlenforschung, Kaiser Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany, Email:

L. Liu, P. S. J. Kaib, A. Tap, B. List, J. Am. Chem. Soc., 2016, 138, 10822-10825.

DOI: 10.1021/jacs.6b07240


Highly acidic confined imino-imidodiphosphate (iIDP) Brønsted acids catalyze the asymmetric Prins cyclization of both aliphatic and aromatic aldehydes. Diverse functionalized 4-methylenetetrahydropyrans are obtained in very good yields and with high regio- and enantioselectivities.

see article for more examples

The Catalytic Asymmetric Intermolecular Prins Reaction

C. D. Díaz-Oviedo, R. Maji, B. List, J. Am. Chem. Soc., 2021, 143, 20598-20604.

Key Words

Prins Reaction, Tetrahydropyrans, Organocatalysis

ID: J48-Y2016