A General Catalytic Asymmetric Prins Cyclization.

A new class of 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 good to excellent yields and with good to excellent regio- and enantioselectivities. Our iIDP catalysts provide an efficient and scalable enantioselective approach to various fragrances, including rose oxide and doremox.

Citation

Luping Liu, Philip S J Kaib, Aurélien Tap, Benjamin List. A General Catalytic Asymmetric Prins Cyclization. Journal of the American Chemical Society. 2016 Aug 31;138(34):10822-5

PMID: 27547839

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