ArticleNature communications2017
A ligand-directed divergent catalytic approach to establish structural and functional scaffold diversity.
Article in Nature communications, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Spatio-dipolar synergy modulated interfacial molecular bridge for calendar-aging-resistant aqueous zinc-ion batteries.National science review · 2026Article
- Multimodal Precise Control Over Multiselective Carbonylation of 1,3-Enynes.Journal of the American Chemical Society · 2025Article
- Kinetics of ligand exchange in solution: a quantitative mass spectrometry approach.Chemical science · 2023Article
- Pseudo Natural Products-Chemical Evolution of Natural Product Structure.Angewandte Chemie (International ed. in English) · 2021Review
- Unified Synthesis of Polycyclic Alkaloids by Complementary Carbonyl Activation*.Angewandte Chemie (International ed. in English) · 2021Article
- Principle and design of pseudo-natural products.Nature chemistry · 2020Review
- Stereoselective Cyclopropanation of Electron-Deficient Olefins with a Cofactor Redesigned Carbene Transferase Featuring Radical Reactivity.ACS catalysis · 2019Article
- Gold(I) Complexes Stabilized by Nine- and Ten-Membered N-Heterocyclic Carbene Ligands.Chemistry (Weinheim an der Bergstrasse, Germany) · 2019Article
- A divergent synthetic pathway for pyrimidine-embedded medium-sized azacycles through an N-quaternizing strategy.Chemical science · 2019Article
- Catalytic Divergent [3+3]- and [3+2]-Cycloaddition by Discrimination Between Diazo Compounds.Angewandte Chemie (International ed. in English) · 2017Article
- Highly Stereoselective Synthesis of a Compound Collection Based on the Bicyclic Scaffolds of Natural Products.Molecules (Basel, Switzerland) · 2017Article
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Authors and funding
7 authors.
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Abstract
The selective transformation of different starting materials by different metal catalysts under individually optimized reaction conditions to structurally different intermediates and products is a powerful approach to generate diverse molecular scaffolds. In a more unified albeit synthetically challenging strategy, common starting materials would be exposed to a common metal catalysis, leading to a common intermediate and giving rise to different scaffolds by tuning the reactivity of the metal catalyst through different ligands. Herein we present a ligand-directed synthesis approach for the gold(I)-catalysed cycloisomerization of oxindole-derived 1,6-enynes that affords distinct molecular scaffolds following different catalytic reaction pathways. Varying electronic properties and the steric demand of the gold(I) ligands steers the fate of a common intermediary gold carbene to selectively form spirooxindoles, quinolones or df-oxindoles. Investigation of a synthesized compound collection in cell-based assays delivers structurally novel, selective modulators of the Hedgehog and Wnt signalling pathways, autophagy and of cellular proliferation.
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Registered trials
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