Abstract
The modified Julia olefination reaction has been applied to develop a stereoselective synthesis of fluoroalkenoate derivatives from a fluorobenzothiazolyl sulfone and aldehydes or a ketone. The olefination reaction can be achieved by using a variety of bases. DBU and DBU in the presence of MgBr2 were found to be the most efficient systems to prepare either (Z)- or (E)-alkenoates in moderate to excellent stereoselectivity.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Aldehydes / chemistry
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Alkenes / chemical synthesis*
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Alkenes / chemistry
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Alkylation
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Benzothiazoles / chemistry
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Hydrocarbons, Fluorinated / chemical synthesis*
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Hydrocarbons, Fluorinated / chemistry
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Ketones / chemistry
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Molecular Structure
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Stereoisomerism
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Sulfones / chemistry
Substances
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Aldehydes
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Alkenes
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Benzothiazoles
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Hydrocarbons, Fluorinated
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Ketones
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Sulfones