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

  • Yunliang Yu
  • , Nazarii Sabat
  • , Meriem Daghmoum
  • , Zhenhao Zhang
  • , Pascal Retailleau
  • , Gilles Frison
  • , Angela Marinetti
  • , Xavier Guinchard

Résultats de recherche: Contribution à un journalArticleRevue par des pairs

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.

langue originaleAnglais
Pages (de - à)2936-2942
Nombre de pages7
journalOrganic Chemistry Frontiers
Volume10
Numéro de publication12
Les DOIs
étatPublié - 28 avr. 2023

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