4.6 Article

Catalytic enantioselective domino oxa-Michael/aldol condensations: Asymmetric synthesis of benzopyran derivatives

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CHEMISTRY-A EUROPEAN JOURNAL
卷 13, 期 2, 页码 574-581

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WILEY-BLACKWELL
DOI: 10.1002/chem.200600572

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asymmetric catalysis; diphenylprolinol; domino reactions; heterocycles; oxa-Michael reaction

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The first direct organocatalytic asymmetric domino oxa-Michael/aldol condensation reaction is presented. The unprecedentedly simple, chiral, pyrrolidine-catalyzed asymmetric domino reactions between salicylic aldehyde derivatives and alpha,beta-unsaturated aldehydes proceed with high chemo- and enantioselectivities to give the corresponding chromene-3-carbaldehyde derivatives in high yields and with ee values of 83-98 %.

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