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Asymmetric synthesis of 3-aminodihydrocoumarins via the chiral guanidine catalyzed cascade reaction of azlactones

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Abstract

A highly efficient bifunctional guanidine catalyst was developed for the asymmetric cascade reaction between 2-nitrovinylphenols and azlactones. A wide variety of 3-aminodihydrocoumarin derivatives could be obtained in high yields (up to 99% yield) with excellent enantioselectivities (up to 99% ee) and diastereoselectivities (>19 : 1 dr).

Graphical abstract: Asymmetric synthesis of 3-aminodihydrocoumarins via the chiral guanidine catalyzed cascade reaction of azlactones

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Publication details

The article was received on 29 Aug 2017, accepted on 17 Sep 2017 and first published on 18 Sep 2017


Article type: Research Article
DOI: 10.1039/C7QO00768J
Citation: Org. Chem. Front., 2017, Advance Article
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    Asymmetric synthesis of 3-aminodihydrocoumarins via the chiral guanidine catalyzed cascade reaction of azlactones

    S. Ruan, X. Lin, L. Xie, L. Lin, X. Feng and X. Liu, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00768J

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