Abstract
A new method for the enantioselective reductive coupling of aryl alkenes with activated carboxylic acid derivatives via copper hydride catalysis is described. Dual catalytic cycles are proposed, with a relatively fast enantioselective hydroacylation cycle followed by a slower diastereoselective ketone reduction cycle. Symmetrical aryl carboxyclic anhydrides provide access to enantioenriched α-substituted ketones or alcohols with excellent stereoselectivity and functional group tolerance.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Alcohols / chemical synthesis
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Alcohols / chemistry
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Alkenes / chemistry*
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Anhydrides / chemical synthesis
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Anhydrides / chemistry
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Carboxylic Acids / chemistry*
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Catalysis
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Copper / chemistry*
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Heterocyclic Compounds / chemical synthesis
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Heterocyclic Compounds / chemistry
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Ketones / chemistry
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Magnetic Resonance Spectroscopy
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Oxidation-Reduction
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Stereoisomerism
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Styrenes / chemical synthesis
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Styrenes / chemistry
Substances
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Alcohols
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Alkenes
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Anhydrides
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Carboxylic Acids
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Heterocyclic Compounds
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Ketones
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Styrenes
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Copper