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Carbonyl and Conjugate Additions to Cyclohexenone:: Experiments Illustrating Reagent Selectivity

    1. [1] Purdue University

      Purdue University

      Township of Wabash, Estados Unidos

  • Localización: Journal of chemical education, ISSN 0021-9584, Vol. 73, Nº 12 (December), 1996, págs. 1193-1196
  • Idioma: inglés
  • Texto completo no disponible (Saber más ...)
  • Resumen
    • Organic chemistry is very challenging for most undergraduate students in that it is often perceived to be a subject unto itself, seemingly with its own language. Consequently, the focus of the curricula in most one-year organic chemistry courses is commonly on "the basics", and issues that may serve to confuse are often glosses over or omitted completely. One such issue is the reagent selectivity, or chemoselectivity, observed when a reagent is added to starting materials that possess more than one reactive site or functional group. This is an issue commonly faced by a practicing synthetic chemist in the production of target molecules of industrial interest. Undergraduate students leaving an organic chemistry program should have exposure to these concepts and hand-on experinence in dealing practically with the issue of selectivity. In this paper, selective addition of a nucleophile to either end of the enone moiety in cyclohexenone is examined.


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