Abstract
A short sequence comprising an oxy-Cope rearrangement, iridium-catalyzed hydrogenation, and enolate methylation provides trideoxypropionates with excellent diastereocontrol. A straightforward synthesis of the cucumber beetle pheromone (+)-vittatalactone illustrates this new strategy.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Catalysis
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Coleoptera / chemistry
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Hydrogenation
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Iridium / chemistry
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Lactones / chemical synthesis*
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Lactones / chemistry
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Pheromones / chemistry
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Stereoisomerism
Substances
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Lactones
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Pheromones
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vittatalactone
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Iridium