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Asymmetric Induction via a Helically Chiral Anion: Enantioselective PCCP Brønsted Acid-Catalyzed Inverse Electron-Demand Diels-Alder Cycloaddition of Oxocarbenium Ions

An enantioselective catalytic inverse electron-demand Diels-Alder reaction of salicylaldehyde acetal-derived oxocarbenium ions and vinyl ethers to generate 2,4-dioxychromanes is described. Chiral PCCP acids are found to be effective for a variety of substrates. Computational and X-ray crystallograph...

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Detalhes bibliográficos
Publicado no:J Am Chem Soc
Main Authors: Gheewala, Chirag D., Hirschi, Jennifer S., Lee, Wai-Hang, Paley, Daniel W., Vetticatt, Mathew J., Lambert, Tristan H.
Formato: Artigo
Idioma:Inglês
Publicado em: 2018
Assuntos:
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC5859540/
https://ncbi.nlm.nih.gov/pubmed/29485273
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/jacs.8b00260
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