Abstract
We have developed a stereospecific nickel-catalyzed cross-coupling of benzylic pivalates with arylboroxines. The success of this reaction relies on the use of Ni(cod)2 as the catalyst and NaOMe as a uniquely effective base. This reaction has broad scope with respect to the arylboroxine and benzylic pivalate, enabling the synthesis of a variety of diarylalkanes and triarylmethanes in good to excellent yields and ee's.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Alkanes / chemical synthesis*
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Alkanes / chemistry
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Benzyl Compounds / chemistry*
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Boron Compounds / chemistry*
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Catalysis
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Methane / analogs & derivatives
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Methane / chemical synthesis*
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Methane / chemistry
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Molecular Structure
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Nickel / chemistry
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Organometallic Compounds / chemistry*
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Pentanoic Acids / chemistry*
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Stereoisomerism
Substances
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Alkanes
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Benzyl Compounds
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Boron Compounds
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Organometallic Compounds
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Pentanoic Acids
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Nickel
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pivalic acid
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Methane