Abstract
[reaction: see text] A recycle and reusable fluorous (S)-pyrrolidine sulfonamide organocatalyst has been developed for promoting highly enantio- and diastereoselective Michael addition reactions of ketones and aldehydes with nitroolefins in water. The organocatalyst is conveniently recovered from the reaction mixtures by fluorous solid-phase extraction and can be subsequently reused (up to six cycles) without a significant loss of catalytic activity and stereoselectivity.
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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Aldehydes / chemistry*
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Alkenes / chemical synthesis*
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Alkenes / chemistry
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Combinatorial Chemistry Techniques
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Hydrocarbons, Fluorinated / chemistry
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Ketones / chemistry*
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Nitro Compounds / chemical synthesis*
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Nitro Compounds / chemistry
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Pyrrolidines / chemistry*
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Stereoisomerism
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Sulfonamides / chemistry*
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Water
Substances
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Aldehydes
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Alkenes
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Hydrocarbons, Fluorinated
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Ketones
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Nitro Compounds
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Pyrrolidines
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Sulfonamides
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Water
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pyrrolidine