Access to Hexahydroindeno[2,1-c]pyran-Based Propellanes by a Domino Prins/Friedel–Crafts Cyclization

Author:

Piva OlivierORCID,Nassar Youssef,Fache Fabienne,Pelotier Béatrice

Abstract

AbstractStarting from readily available cyclic homoallylic alcohols, a Prins reaction allowed the formation of a bicyclic tetrahydropyranyl carbocation intermediate that is only trapped by electron-rich aromatic rings according a further intramolecular Friedel–Crafts reaction leading to new [4.4.3]propellane structures.

Funder

Ministère de l’Enseignement supérieur, de la Recherche et de l’Innovation

Centre National de la Recherche Scientifique

Université de Lyon 1

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

Cited by 2 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. Six-membered ring systems: With O and/or S atoms;Progress in Heterocyclic Chemistry;2023

2. Carbonyl and Imine Ene Reactions, Prins Reactions and Cyclizations, and Lewis Acid–Catalyzed Carbonyl Olefin Metathesis;Reference Module in Chemistry, Molecular Sciences and Chemical Engineering;2023

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