Enantioselective Au( i )-catalyzed tandem reactions between 2-alkynyl enones and naphthols by the tethered counterion-directed catalysis strategy - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Organic Chemistry Frontiers Année : 2023

Enantioselective Au( i )-catalyzed tandem reactions between 2-alkynyl enones and naphthols by the tethered counterion-directed catalysis strategy

Résumé

Enantioselective tandem cycloisomerization/addition reactions of 2-alkynyl enones with 1- and 2-naphthols have been investigated using gold(I) catalysts featuring hybrid phosphine–phosphoric acid chiral ligands, according to the tethered counterion-directed catalysis (TCDC) strategy. The reactions occur at low catalyst loading (0.2–1 mol%) without silver additives, and the naphthols act as both O- and C-nucleophiles, leading to the corresponding addition products with high enantioselectivity. DFT calculations enlighten these processes
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Dates et versions

hal-04220207 , version 1 (27-09-2023)

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Yunliang Yu, Nazarii Sabat, Meriem Daghmoum, Zhenhao Zhang, Pascal Retailleau, et al.. Enantioselective Au( i )-catalyzed tandem reactions between 2-alkynyl enones and naphthols by the tethered counterion-directed catalysis strategy. Organic Chemistry Frontiers, 2023, 10 (12), pp.2936-2942. ⟨10.1039/D3QO00415E⟩. ⟨hal-04220207⟩
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