Regioselective Allylation of Ketones |
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| Authors: | Russell A Cormier Theresa E Morris |
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| Institution: | Department of Chemistry , Metropolitan State College , Denver, Colorado, 80204 |
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| Abstract: | In connection with our work concerning synthesis of insect pheromones,1 we became interested in reports by Lorette and Howard2 in which were described a method for preparing alpha-allyl ketones. These authors reported that diallyl ketals (4), available by exchange between a ketone (1), allyl alcohol and 2,2-dimethoxypropane, suffer acid-catalyzed elimination to yield intermediate allyl enol ethers (5/6) which undergo subsequent Claisen rearrangement to provide the alpha-allyl ketone products (2/3). The scheme on the following page summarizes the conversions involved. |
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