4.7 Article

Enantioselective Michael addition of dicyanoolefins to α,β-unsaturated aldehydes in aqueous medium

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ADVANCED SYNTHESIS & CATALYSIS
卷 350, 期 11-12, 页码 1781-1784

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WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200800145

关键词

dicyanoolefins; enantioselective Michael addition; organocatalysts; unsaturated aldehydes; water

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A pool of water-compatible catalysts, namely dialkyl-(S)-prolinols, has been developed for the enantioselective direct vinylogous Michael addition reaction of vinylmalononitriles to alpha,beta-unsaturated aldehydes in aqueous medium. In many cases, the products can be obtained in almost optically pure form (> 96% ee) after a single recrystallization.

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