Catalytic Divergent [3+3]- and [3+2]-Cycloaddition by Discrimination Between Diazo Compounds

Yongming Deng, Lynée A. Massey, Yeray A. Rodriguez Núñez, Hadi Arman, Michael P. Doyle

Resultado de la investigación: Contribución a una revistaArtículorevisión exhaustiva

30 Citas (Scopus)

Resumen

Highly selective divergent cycloaddition reactions of enoldiazo compounds and α-diazocarboximides catalyzed by copper(I) or dirhodium(II) have been developed. With tetrakis(acetonitrile)copper(I) tetrafluoroborate as the catalyst epoxypyrrolo[1,2-a]azepine derivatives were prepared in good yields and excellent diastereoselectivities through the first reported [3+3]-cycloaddition of a carbonyl ylide. Use of Rh2(pfb)4 or Rh2(esp)2 directs the reactants to regioselective [3+2]-cycloaddition generating cyclopenta[2,3]pyrrolo[2,1-b]oxazoles with good yields and excellent diastereoselectivities.

Idioma originalInglés
Páginas (desde-hasta)12292-12296
Número de páginas5
PublicaciónAngewandte Chemie - International Edition
Volumen56
N.º40
DOI
EstadoPublicada - 2017
Publicado de forma externa

Áreas temáticas de ASJC Scopus

  • Catálisis
  • Química (todo)

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