ArticleAngewandte Chemie (International ed. in English)2020
Cooperative Catalysis for the Highly Diastereo- and Enantioselective [4+3]-Cycloannulation of ortho-Quinone Methides and Carbonyl Ylides.
Article in Angewandte Chemie (International ed. in English), 2020. 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.
- Recent Breakthroughs in Cyclizations ofMolecules (Basel, Switzerland) · 2026Review
- All-Heteroatom-Substituted Carbon Spiro Stereocenters: Synthesis, Resolution, Enantiomeric Stability, and Absolute Configuration.Journal of the American Chemical Society · 2025Article
- Catalytic [4+2]- and [4+4]-cycloaddition using furan-fused cyclobutanone as a privileged C4 synthon.Nature communications · 2024Article
- Diastereo-divergent synthesis of chiral hindered ethers via a synergistic calcium(II)/gold(I) catalyzed cascade hydration/1,4-addition reaction.Nature communications · 2024Article
- Stereoselective Synthesis of Atropisomeric Acridinium Salts by the Catalyst-Controlled Cyclization of ortho-Quinone Methide Iminiums.Angewandte Chemie (International ed. in English) · 2022Article
- Oxyenamides as Versatile Building Blocks for a Highly Stereoselective One-Pot Synthesis of the 1,3-Diamino-2-ol-Scaffold Containing Three Continuous Stereocenters.Angewandte Chemie (International ed. in English) · 2021Article
- Enabling Cyclization Strategies through Carbonyl-Ylide-Mediated Synthesis of Malonate Enol Ethers.ACS organic & inorganic Au · 2021Article
- Biomimetic approach to the catalytic enantioselective synthesis of tetracyclic isochroman.Nature communications · 2021Article
- Brønsted Acid-Catalysed Dehydrative Substitution Reactions of Alcohols.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Review
- Regio- and Diastereoselective Dimerization of Diazo Carbonyls: A Cooperative Catalytic Approach to Complex Scaffolds with Four Contiguous Stereocenters.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- Cooperative Catalysis for the Highly Diastereo- and Enantioselective [4+3]-Cycloannulation of ortho-Quinone Methides and Carbonyl Ylides.Angewandte Chemie (International ed. in English) · 2020Article
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3 authors.
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No grant is acknowledged in the PubMed record.
Abstract
We describe herein a highly diastereo- and enantioselective [4+3]-cycloannulation of ortho-quinone methides and carbonyl ylides to furnish functionalized oxa-bridged dibenzooxacines with excellent yields and stereoselectivity in a single synthetic step. The combination of rhodium and chiral phosphoric acid catalysis working in concert to generate both transient intermediates in situ provides direct access to complex bicyclic products with two quaternary and one tertiary stereogenic centers. The products may be further functionalized into valuable and enantiomerically highly enriched building blocks.
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