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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

J. Chem. Educ., 2002, 79 (2), p 264

DOI: 10.1021/ed079p264

Publication Date (Web): February 1, 2002

Section:

History, Education, and Documentation

Abstract

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 α,β-unsaturated carbonyls is discussed and links to animations suitable for an introductory organic chemistry course are provided.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Organic Chemistry

Keywords (Feature):

Index

Keywords (Pedagogy):

Multimedia-Based Learning

Keywords (Subject):

Computational Chemistry

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This article has been cited by 3 ACS Journal articles (3 most recent appear below).

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