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Asymmetric synthesis of highly functionalized furanones via direct Michael reactions mediated by a bulky primary amine

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Abstract

The asymmetric Michael reaction of 3(2H) furanones and α,β-unsaturated ketones was investigated, with the employment of a bulky chiral primary amine. The protocol afforded a series of substituted furanone derivatives in a highly diastereo- (>30 : 1 dr) and enantioselective (up to 93% ee) manner with generally good to excellent yields (up to 99%).

Graphical abstract: Asymmetric synthesis of highly functionalized furanones via direct Michael reactions mediated by a bulky primary amine

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Publication details

The article was received on 19 Oct 2018, accepted on 21 Nov 2018 and first published on 22 Nov 2018


Article type: Research Article
DOI: 10.1039/C8QO01132J
Citation: Org. Chem. Front., 2019, Advance Article
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    Asymmetric synthesis of highly functionalized furanones via direct Michael reactions mediated by a bulky primary amine

    H. Huang, X. Lu, Y. Mao and J. Ye, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C8QO01132J

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