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Issue 13, 2018
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Asymmetric [4 + 2] cycloadditions with 3-furfural derivatives and α-cyano-α,β-unsaturated ketones

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Abstract

The dearomatizative dienamine-type intermediates between 2-benzyl-3-furfurals and a chiral secondary amine underwent asymmetric [4 + 2] cycloadditions with α-cyano-chalcone-type substrates, affording tetrahydrobenzofurans having dense substitutions and multiple stereogenic centers with high to outstanding results (up to 92% yield, >99% ee, >19 : 1 dr).

Graphical abstract: Asymmetric [4 + 2] cycloadditions with 3-furfural derivatives and α-cyano-α,β-unsaturated ketones

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Publication details

The article was received on 05 Apr 2018, accepted on 16 May 2018 and first published on 17 May 2018


Article type: Research Article
DOI: 10.1039/C8QO00351C
Citation: Org. Chem. Front., 2018,5, 2057-2060
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    Asymmetric [4 + 2] cycloadditions with 3-furfural derivatives and α-cyano-α,β-unsaturated ketones

    C. Duan, X. He, W. Du and Y. Chen, Org. Chem. Front., 2018, 5, 2057
    DOI: 10.1039/C8QO00351C

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