Abstract
The base-catalyzed reaction of achiral 1,3-cyclopentanediones tethered to activated olefins afforded in high yields bicyclo[3.2.1]octane-6,8-dione or bicyclo[3.2.1]octane-6-carboxylate derivatives bearing respectively three or five stereogenic centers. The course of the reaction is closely related to the reaction time and to the base involved in the reaction.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkalies / chemistry
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Alkenes / chemical synthesis
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Alkenes / chemistry
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Bridged Bicyclo Compounds / chemical synthesis*
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Bridged Bicyclo Compounds / chemistry
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Carbonates / chemistry
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Carboxylic Acids / chemical synthesis
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Carboxylic Acids / chemistry
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Catalysis
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Cyclopentanes / chemical synthesis
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Cyclopentanes / chemistry
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Octanes / chemical synthesis*
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Octanes / chemistry
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Stereoisomerism
Substances
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Alkalies
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Alkenes
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Bridged Bicyclo Compounds
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Carbonates
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Carboxylic Acids
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Cyclopentanes
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Octanes
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octane