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Synthesis 2022; 54(20): 4622-4628
DOI: 10.1055/a-1882-8128
DOI: 10.1055/a-1882-8128
paper
Access to Hexahydroindeno[2,1-c]pyran-Based Propellanes by a Domino Prins/Friedel–Crafts Cyclization
Y.N. thanks the Ministère de l’Enseignement supérieur, de la Recherche et de l’Innovation (MESRI) for a Ph.D. grant (2019–2021). The Centre National de la Recherche Scientifique (CNRS) and the Université Claude Bernard Lyon 1 are warmly thanked for financial support.
Abstract
Starting 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.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1882-8128.
- Supporting Information
Publication History
Received: 26 April 2022
Accepted after revision: 23 June 2022
Accepted Manuscript online:
23 June 2022
Article published online:
27 July 2022
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