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1998
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January
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In the Laboratory
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Thermodynamic and Kinetic Controlled Enolates: A Project for a Problem-Oriented Laboratory Course
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Augustine Silveira Jr., Michael A. Knopp, and Jhong Kim
State University of New York at Oswego, Department of Chemistry, 219 Snygg Hall, Oswego, NY 13126
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January 1998
Vol. 75 No. 1
p. 78
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| Abstract |
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.
See Correction to this article.
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| More Information |
 Citation |
Silveira, Augustine, Jr.; Knopp, Michael A.; Kim, Jhong. J. Chem. Educ. 1998 75 78.
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Keywords |
Organic Chemistry, Equilibrium, Laboratory Instruction, Microscale, Organic Synthesis, Stereochemistry, and Acid-Base Chemistry
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History |
Created:
Last Updated: |
June 28, 1999
June 23, 2005
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Link to Correction added (May 2004).
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| Home > JCE Print > Journal of Chemical Education > Issues >
1998
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January
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78
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