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Issue 18, 2018
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Diastereodivergent synthesis of bispirooxindoles via asymmetric Friedel–Crafts/aldol cascade reaction: co-catalyst effects on diastereoselective outcomes

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Abstract

A combination of metal- and organo-catalysts sequentially catalyzing the Friedel–Crafts/aldol tandem reaction between 3-pyrrolyl-oxindoles and isatin-derived β,γ-unsaturated α-ketoesters has been reported, which leads to two types of diastereomeric enantio-enriched bispirooxindoles with three quaternary stereocentres and synthetically valuable functional groups in high yields with excellent enantioselectivity and diastereoselectivity.

Graphical abstract: Diastereodivergent synthesis of bispirooxindoles via asymmetric Friedel–Crafts/aldol cascade reaction: co-catalyst effects on diastereoselective outcomes

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Publication details

The article was received on 11 Dec 2017, accepted on 30 Jan 2018 and first published on 30 Jan 2018


Article type: Communication
DOI: 10.1039/C7CC09489B
Citation: Chem. Commun., 2018,54, 2260-2263
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    Diastereodivergent synthesis of bispirooxindoles via asymmetric Friedel–Crafts/aldol cascade reaction: co-catalyst effects on diastereoselective outcomes

    N. Li, W. Fan, J. Zhang, B. Sun, J. Chen and X. Wang, Chem. Commun., 2018, 54, 2260
    DOI: 10.1039/C7CC09489B

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