Isothiourea-Catalyzed [2 + 2] Cycloaddition of C(1)-Ammonium Enolates and N-Alkyl Isatins

[Image: see text] Enantioselective [2 + 2] cycloaddition of C(1)-ammonium enolates generated catalytically using the isothiourea HyperBTM with N-alkyl isatins gives spirocyclic β-lactones. In situ ring opening with an amine nucleophile generates isolable highly enantioenriched products in up to 92:8...

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Detalles Bibliográficos
Autores principales: Abdelhamid, Yusra, Kasten, Kevin, Dunne, Joanne, Hartley, Will C., Young, Claire M., Cordes, David B., Slawin, Alexandra M. Z., Ng, Sean, Smith, Andrew D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9490795/
https://www.ncbi.nlm.nih.gov/pubmed/35848722
http://dx.doi.org/10.1021/acs.orglett.2c02170
Descripción
Sumario:[Image: see text] Enantioselective [2 + 2] cycloaddition of C(1)-ammonium enolates generated catalytically using the isothiourea HyperBTM with N-alkyl isatins gives spirocyclic β-lactones. In situ ring opening with an amine nucleophile generates isolable highly enantioenriched products in up to 92:8 dr and in >99:1 er.

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