A novel Prins cyclization through benzylic/allylic C-H activation.

Journal: Organic Letters
Published:
Abstract

A step-economic method to construct the tetrahydropyran ring, involving sequential benzylic/allylic C-H bond activation via DDQ oxidation and nucleophilic attack of an unactivated olefin, is described. The equatorial-trisubstituted Prins products are obtained from benzyl and allyl homoallylic ethers with high yield and stereochemical fidelity.

Authors
Binxun Yu, Tuo Jiang, Junpeng Li, Yingpeng Su, Xinfu Pan, Xuegong She