4.8 Article

A General Catalytic Asymmetric Prins Cyclization

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 138, Issue 34, Pages 10822-10825

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b07240

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Funding

  1. Max Planck Society
  2. European Research Council

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A new class of highly acidic confined iminoimidodiphosphate (iIDP) Bronsted 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.

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