Chiral synthesis of maconelliol: a novel cyclobutanoid terpene alcohol from pink hibiscus mealybug, Maconellicoccus hirsutus |
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| Authors: | Aijun Zhang Junying Nie Ashot Khrimian |
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| Institution: | USDA-ARS Chemicals Affecting Insect Behavior Laboratory, Beltsville Agriculture Research Center-West, Beltsville, MD 20705, USA |
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| Abstract: | The chiral synthesis of maconelliol, 2,2-dimethyl-3-(1-methylethylidene)cyclobutyl] methanol, the alcohol moiety of the major sex pheromone component isolated from the pink hibiscus mealybug, Maconellicoccus hirsutus, is described. The compound was synthesized in six steps from alpha-pinene and the key step is dehydration of 5 to 7 through the intermediate 6. The absolute configuration of the naturally occurring maconelliol was determined as R. |
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| Keywords: | Maconellicoccus hirsutus Cyclobutanoid terpene alcohol Maconelliol Sex pheromone Chiral synthesis |
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