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Solid-supported [2+2+2] cyclotrimerizations.
Young, Douglas D; Senaiar, Ramesh S; Deiters, Alexander.
Afiliación
  • Young DD; Department of Chemistry, North Carolina State University, Raleigh, NC 27695, USA.
Chemistry ; 12(21): 5563-8, 2006 Jul 17.
Article en En | MEDLINE | ID: mdl-16755631
The transition-metal-catalyzed [2+2+2] cyclotrimerization of a diyne and an alkyne provides a convergent route to highly-substituted aromatic rings. This reaction possesses distinct drawbacks, especially low chemo- and regioselectivities, which hamper its application in combinatorial synthesis. These problems have been solved by the development of solid-supported [2+2+2]-cycloaddition reactions. If conducted on a solid-support, this reaction enables rapid combinatorial access to diverse sets of carbo- and heterocyclic small-molecule arrays. The scope of this methodology has been investigated by examining different immobilization strategies, different diyne precursors, and a variety of functionalized alkyne reaction partners. Overall, isoindoline, phthalan, and indan libraries were assembled in good to excellent yields and with high purities.
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Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2006 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Alemania
Buscar en Google
Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2006 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Alemania