4.8 Article

Catalytic enantioselective synthesis of flavanones and chromanones

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 129, 期 13, 页码 3830-+

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AMER CHEMICAL SOC
DOI: 10.1021/ja070394v

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  1. NIA NIH HHS [T32 AG 00260] Funding Source: Medline

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The enantioselective synthesis of flavanones and chromanones is described. Bifunctional thiourea catalysts promote an asymmetric oxo-conjugate addition to a beta-ketoester alkylidene in high yields with excellent enantioselectivity (80-94% ee) for aryl and alkyl substrates. Decarboxylation of the beta-ketoester proceeds smoothly in a one-pot procedure to afford the enantioenriched flavanones and chromanones.

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