Gold(I)‐Catalyzed Domino Cyclization for the Construction of Trispirocyclic Cyclohexanes
An unprecedented gold(I)‐catalyzed domino cyclization involving 2‐ethynylbenzyl alcohol derivatives and heterocyclic α , β ‐unsaturated imines affords elaborated trispirocyclic cyclohexanes. This operationally simple protocol allows the one‐pot generation of five bonds, three cycles, and four stereocentres in a short amount of time. Twenty substrates are successfully engaged, affording the desired products with good diastereoselectivity. The formation of these trispirocyclic compounds over other possible products has been rationalized by (DFT) density functional theory calculations.
Authors
- Isabelle Chataigner (ORCID: https://orcid.org/0000-0001-6302-7831)
- Jérôme Marrot (ORCID: https://orcid.org/0000-0002-5351-4908)
- Xavier Moreau (ORCID: https://orcid.org/0000-0002-6737-9671)
- Manon Genet
Institutions
- Centre National de la Recherche Scientifique (FR)
- Université de Versailles Saint-Quentin-en-Yvelines (FR)
- Normandie Université (FR)
- Institut Lavoisier de Versailles (FR)
- Université de Rouen Normandie (FR)
- Institut National des Sciences Appliquées Rouen Normandie (FR)
Publication Details
- Journal
- ChemistryEurope
- Published
- 2025-10-28
- DOI
- https://doi.org/10.1002/ceur.202500362
- Primary Topic
- Catalytic Alkyne Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Ministère de l'Enseignement Supérieur et de la Recherche
- Centre National de la Recherche Scientifique
- Région Normandie