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Issue 4, 2019
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Facile synthesis of chiral [2,3]-fused hydrobenzofuran via asymmetric Cu(I)-catalyzed dearomative 1,3-dipolar cycloaddition

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Abstract

Intermolecular asymmetric dearomative 1,3-dipolar cycloaddition of 2-nitrobenzofurans with azomethine ylides was enabled by using a chiral Cu(I)/(S,Sp)-iPr-Phosferrox catalyst. As a result, a series of highly stereoselective chiral [2,3]-fused hydrobenzofurans possessing four contiguous stereogenic centers were obtained with good to high yields, diastereoselectivities and enantioselectivities. The reaction has broad substrate scope tolerating various functional groups.

Graphical abstract: Facile synthesis of chiral [2,3]-fused hydrobenzofuran via asymmetric Cu(i)-catalyzed dearomative 1,3-dipolar cycloaddition

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Publication details

The article was received on 20 Nov 2018, accepted on 08 Dec 2018 and first published on 10 Dec 2018


Article type: Communication
DOI: 10.1039/C8CC09226E
Citation: Chem. Commun., 2019,55, 553-556

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    Facile synthesis of chiral [2,3]-fused hydrobenzofuran via asymmetric Cu(I)-catalyzed dearomative 1,3-dipolar cycloaddition

    L. Liang, H. Niu, D. Wang, X. Yang, G. Qu and H. Guo, Chem. Commun., 2019, 55, 553
    DOI: 10.1039/C8CC09226E

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