The featured molecules this month come from the article “The Conversion
of Carboxylic Acids to Ketones: A Repeated Discovery” by John W. Nicholson
and Alan D. Wilson. The authors describe the repeated “discovery” of
this reaction and illustrate its central role in Woodward’s total synthesis
of strychnine. Strychnine is a member of a large class of nitrogen heterocycles
known as alkaloids, a name derived from the fact that all produce basic solutions
in water. Other well-known members of this class of compounds, all of which
are pharmacologically active, are nicotine, atropine (deadly nightshade), quinine,
lysergic acid, cocaine, and the three structurally similar compounds codeine,
heroin, and morphine.
Fully manipulable (Chime) versions of these molecules appear below. These and other molecules are available at Only@JCE Online
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