Abstract
The diastereo- and enantioselective direct vinylogous Michael addition reaction of γ-substituted butenolides to 2-enoylpyridines has been achieved. A range of γ,γ-disubstituted butenolide derivatives, bearing two consecutive tri- and tetrasubstituted stereogenic centers, were readily obtained in good yields with excellent stereoselectivities (up to >99 : 1 dr and >99% ee).
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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4-Butyrolactone / analogs & derivatives*
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4-Butyrolactone / chemical synthesis*
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4-Butyrolactone / chemistry
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Catalysis
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Cyclobutanes / chemical synthesis*
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Cyclobutanes / chemistry
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Molecular Structure
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Pyridines / chemical synthesis*
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Pyridines / chemistry
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Stereoisomerism
Substances
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Cyclobutanes
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Pyridines
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4-Butyrolactone