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2002
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February
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Research: Science and Education
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The Michael Reaction
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Thomas Poon
W. M. Keck Science Center, Claremont McKenna, Pitzer, and Scripps Colleges, Claremont, CA 91711-5916
Bradford P. Mundy and Thomas W. Shattuck
Department of Chemistry, Colby College, Waterville, ME 04901
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February 2002
Vol. 79 No. 2
p. 264
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| Abstract |
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A brief account of the Michael reaction is provided, illustrating its versatility as a topic in undergraduate chemistry courses. Included is a short biography of the reaction's namesake, examples of its use in organic synthesis, and its unique role in the defense mechanism of the bacterium Micromonospora echinospora. A computational rationale for the selectivity of 1,4 versus 1,2 addition of nucleophiles to a,b-unsaturated carbonyls is discussed and links to animations suitable for an introductory organic chemistry course are provided.
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| Supplement |
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Macromedia Shockwave animation, based on the strategies developed in the text, shows biological activity and the role played by a Michael reaction. Viewing this animation requires Macromedia Shockwave Player plug-in. Download Macromedia Shockwave Player.
Instructions for performing these calculations in various versions of Spartan for UNIX and other applications of Fukui surfaces are available. The figures in the PDF version of this article appear in color.
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 Contents |
JCE2002p0264W.doc (Microsoft Word document)
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| Download |
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| More Information |
Citation |
Poon, Thomas; Mundy, Bradford P.; Shattuck, Thomas W. J. Chem. Educ. 2002 79 264.
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Keywords |
Computational Chemistry; Multimedia; Organic Chemistry; Organic Synthesis
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History |
Created:
Last Updated: |
January 2, 2002
March 16, 2005
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| Home > JCE Print > Journal of Chemical Education > Issues >
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February
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264
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