ArticleJournal of the American Chemical Society2016
Highly Efficient Cascade Reaction for Selective Formation of Spirocyclobutenes from Dienallenes via Palladium-Catalyzed Oxidative Double Carbocyclization-Carbonylation-Alkynylation.
Article in Journal of the American Chemical Society, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Diastereoselective Synthesis of Axially Chiral Skipped Ene-Allenes Containing a Quaternary Stereocenter by Cyclopropene-Allene Metathesis.Angewandte Chemie (International ed. in English) · 2026Article
- Total Synthesis of Strigolactones via Palladium-Catalyzed Cascade Carbonylative Carbocyclization of Enallenes.Organic letters · 2024Article
- Recent advances in the application of alkynes in multicomponent reactions.RSC advances · 2024Review
- Palladium-Catalyzed Carbonylations: Application in Complex Natural Product Total Synthesis and Recent Developments.The Journal of organic chemistry · 2023Review
- Electrochemical Palladium-Catalyzed Oxidative Carbonylation-Cyclization of Enallenols.Angewandte Chemie (International ed. in English) · 2022Article
- Efficient Heterogeneous Copper-Catalyzed Alder-Ene Reaction of Allenynamides to Pyrrolines.ACS catalysis · 2022Article
- Sequential Insertion of Alkynes, Alkenes, and CO into the Pd-C Bond ofOrganometallics · 2021Article
- Amino-Supported Palladium Catalyst for Chemo- and Stereoselective Domino Reactions.Angewandte Chemie (International ed. in English) · 2021Article
- Silver-Triggered Activity of a Heterogeneous Palladium Catalyst in Oxidative Carbonylation Reactions.Angewandte Chemie (International ed. in English) · 2020Article
- Diastereoselective Synthesis of Spirocyclopropanes under Mild Conditions via Formal [2 + 1] Cycloadditions Using 2,3-Dioxo-4-benzylidene-pyrrolidines.Molecules (Basel, Switzerland) · 2017Article
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Authors and funding
4 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
A highly selective cascade reaction that allows the direct transformation of dienallenes to spirocyclobutenes (spiro[3.4]octenes) as single diastereoisomers has been developed. The reaction involves formation of overall four C-C bonds and proceeds via a palladium-catalyzed oxidative transformation with insertion of olefin, olefin, and carbon monoxide. Under slightly different reaction conditions, an additional CO insertion takes place to give spiro[4.4]nonenes with formation of overall five C-C bonds.
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