ArticleChemical science2011
Catalytic Asymmetric [4 + 2] Additions with Aliphatic Nitroalkenes.
Article in Chemical science, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
What it found
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The trial behind it
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Who cites it
7 citing papers in PubMed.
- Facile access to bicyclo[2.1.1]hexanes by Lewis acid-catalyzed formal cycloaddition between silyl enol ethers and bicyclo[1.1.0]butanes.Nature communications · 2024Article
- How Bases Catalyze Diels-Alder Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Biomimetic approach to the catalytic enantioselective synthesis of tetracyclic isochroman.Nature communications · 2021Article
- Rapid Evaluation of the Mechanism of Buchwald-Hartwig Amination and Aldol Reactions Using IntramolecularACS catalysis · 2021Article
- Enantiodivergent [4+2] Cycloaddition of Dienolates by Polyfunctional Lewis Acid/Zwitterion Catalysis.Angewandte Chemie (International ed. in English) · 2020Article
- Control of chemoselectivity in asymmetric tandem reactions: Direct synthesis of chiral amines bearing nonadjacent stereocenters.Proceedings of the National Academy of Sciences of the United States of America · 2018Article
- Enantio- and periselective nitroalkene Diels-Alder reactions catalyzed by helical-chiral hydrogen bond donor catalysts.Molecules (Basel, Switzerland) · 2013Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
We describe an unprecedented cycloaddition reaction of 2-pyrones with aliphatic nitroalkenes catalyzed by a new bifunctional cinchona alkaloid-derived catalyst bearing a bulky TIPS-ether at the 9-position. The [2.2.2] bicyclic adducts were obtained in good yield with excellent diastereo- and enantioselectivity. Carbon isotope effects were measured by (13)C NMR and are indicative of a stepwise mechanism. Finally, a synthetic application is demonstrated, highlighting the utility of the cycloadducts.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.