Abstract
α,β-Unsaturated O-pivaloyl oximes are coupled to alkenes by Rh(III) catalysis to afford substituted pyridines. The reaction with activated alkenes is exceptionally regioselective and high-yielding. Mechanistic studies suggest that heterocycle formation proceeds via reversible C-H activation, alkene insertion, and a C-N bond formation/N-O bond cleavage process.
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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Alkenes / chemistry*
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Catalysis
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Esters / chemistry*
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Molecular Structure
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Organometallic Compounds / chemistry*
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Oximes / chemistry*
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Pyridines / chemical synthesis*
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Pyridines / chemistry
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Rhodium / chemistry*
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Stereoisomerism
Substances
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Alkenes
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Esters
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Organometallic Compounds
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Oximes
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Pyridines
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Rhodium