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Issue 4, 2018
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The cinchona alkaloid squaramide catalyzed asymmetric Pictet–Spengler reaction and related theoretical studies

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Abstract

The asymmetric Pictet–Spengler reaction between tryptamine derivatives and aldehydes has been developed with a cinchona alkaloid squaramide as the catalyst, affording the corresponding tetrahedron-β-carbolines in good to excellent yields and ee values. A rational mechanistic pathway has also been proposed based on DFT calculations.

Graphical abstract: The cinchona alkaloid squaramide catalyzed asymmetric Pictet–Spengler reaction and related theoretical studies

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Publication details

The article was received on 24 Oct 2017, accepted on 15 Dec 2017 and first published on 15 Dec 2017


Article type: Paper
DOI: 10.1039/C7OB02606D
Citation: Org. Biomol. Chem., 2018,16, 566-574
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    The cinchona alkaloid squaramide catalyzed asymmetric Pictet–Spengler reaction and related theoretical studies

    L. Qi, H. Hou, F. Ling and W. Zhong, Org. Biomol. Chem., 2018, 16, 566
    DOI: 10.1039/C7OB02606D

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