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

Augustine SilveiraJr., Michael A. Knopp, Jhong Kim

  • 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.


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