ArticleJournal of the American Chemical Society2025
Chiral Hydrogen-Bond Donor and Gold(I) Cocatalysis Enables Enantioselective Dearomative Spirocyclization of Naphthols.
Article in Journal of the American Chemical Society, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.
What it found
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Who cites it
2 citing papers in PubMed.
- Catalyst-controlled regiodivergence in enantioselective synthesis of spirocyclic γ- versus δ-lactams.Nature communications · 2026Article
- Synergistic Transition Metal and Hydrogen Bonding Phase-Transfer Catalysis Enables Enantioconvergent Allylic Fluorination with KF.Journal of the American Chemical Society · 2026Article
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
We report the enantioselective gold(I)-catalyzed dearomative spirocyclization of naphthols enabled by the cooperative effect of chiral dual hydrogen-bond donors (HBDs). The reaction affords carbocyclic and heterocyclic spirocycles bearing a quaternary stereocenter with high enantioselectivity (up to 99% enantiomeric excess). Kinetic analysis supports a mode of catalysis wherein two molecules of a monomeric urea cocatalyst activate the neutral gold(I) sulfonate complex via anion abstraction to induce enantioselectivity and rate acceleration in the cyclization reaction. A systematic investigation of ligand effects identified a correlation between the electronic properties of the gold(I) phosphine ligand and the observed enantioselectivity.
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Registered trials
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