Cycloadditions of cyclohexynes and cyclopentyne

  1. Medina, J.M. 1
  2. McMahon, T.C. 1
  3. Jiménez-Osés, G. 1
  4. Houk, K.N. 1
  5. Garg, N.K. 1
  1. 1 University of California Los Angeles
    info

    University of California Los Angeles

    Los Ángeles, Estados Unidos

    ROR https://ror.org/046rm7j60

Revista:
Journal of the American Chemical Society

ISSN: 0002-7863

Año de publicación: 2014

Volumen: 136

Número: 42

Páginas: 14706-14709

Tipo: Artículo

DOI: 10.1021/JA508635V SCOPUS: 2-s2.0-84908388633 WoS: WOS:000343686500019 GOOGLE SCHOLAR

Otras publicaciones en: Journal of the American Chemical Society

Resumen

We report the strategic use of cyclohexyne and the more elusive intermediate, cyclopentyne, as a tool for the synthesis of new heterocyclic compounds. Experimental and computational studies of a 3-substituted cyclohexyne are also described. The observed regioselectivities are explained by the distortion/interaction model. © 2014 American Chemical Society.