Abstract
Under dinuclear catalysis, the direct conjugate addition of 2(5H)-furanone to nitroalkenes involves the gamma-position of the nucleophile. The synthetically versatile Michael adducts are prepared in good yields, with high levels of diastereo- and enantioselectivity. A model is presented to rationalize the observed stereoselectivity.
Publication types
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Research Support, N.I.H., Extramural
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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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4-Butyrolactone / chemical synthesis
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4-Butyrolactone / chemistry*
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Alkenes / chemical synthesis
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Alkenes / chemistry*
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Catalysis
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Lactones / chemical synthesis
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Lactones / chemistry
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Nitro Compounds / chemical synthesis
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Nitro Compounds / chemistry*
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Stereoisomerism
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Zinc / chemistry*
Substances
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Alkenes
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Lactones
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Nitro Compounds
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Zinc
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4-Butyrolactone