Thermodynamic and Kinetic Controlled Enolates:: A Project for a Problem-Oriented Laboratory Course

• Augustine SilveiraJr. ^[1] ; Michael A. Knopp ^[1] ; Jhong Kim ^[1]
  1. [1] State University of New York

     State University of New York

     City of Albany, Estados Unidos

     
• Localización: Journal of chemical education, ISSN 0021-9584, Vol. 75, Nº 1 (January), 1998, págs. 78-80
• Idioma: inglés
• Texto completo no disponible (Saber más ...)
• Resumen

  • This work involves regioselective alkylations of 2-methylcyclohexanone via thermodynamically and kinetically controlled enolates. Despite numerous developments in the area of chemistry of enolates, it still remains difficult, in many cases, to control regiochemistry, stereochemistry, and the number of carbon-carbon bonds formed in the reaction of enolates with carbon electrophiles. In this project, potassium enoxy trialkylborates, readily obtainable by treating potassium enolates with trialkylboranes, undergo remarkably selective reactions with methyl iodide.