Abstract
A novel approach to generate Au-containing all-carbon 1,3-dipoles is developed via an unprecedented migration-fragmentation of ketals/acetals. These in situ generated dipoles undergo rapid [3+2] cycloaddition under mild conditions with various enones/enals, electron-rich aromatic aldehydes, and N-benzylindole, leading to flexible formation of highly functionalized dihydrofurans and cyclopentenes.
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Acetals / chemistry
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Alkenes / chemical synthesis
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Alkenes / chemistry*
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Alkynes / chemistry*
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Benzaldehydes / chemistry
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Cyclization
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Furans / chemical synthesis*
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Gold / chemistry*
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Ketones / chemistry*
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Organometallic Compounds / chemical synthesis*
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Organometallic Compounds / chemistry
Substances
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Acetals
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Alkenes
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Alkynes
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Benzaldehydes
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Furans
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Ketones
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Organometallic Compounds
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Gold
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4-anisaldehyde