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Issue 23, 2018
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Formal [4 + 2] cycloaddition of imines with alkoxyisocoumarins

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Abstract

A new preparation of δ-lactams is reported. In the presence of a Lewis acid promoter, alkoxyisocoumarins engage a range of N-aryl and N-alkyl imines to form δ-lactams with a pendent carboalkoxy substituent. A sulfonamide-thiourea catalyst enables the synthesis of these products in moderate to good enantioselectivities.

Graphical abstract: Formal [4 + 2] cycloaddition of imines with alkoxyisocoumarins

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Publication details

The article was received on 01 May 2018, accepted on 18 May 2018 and first published on 25 May 2018


Article type: Communication
DOI: 10.1039/C8OB01015C
Citation: Org. Biomol. Chem., 2018,16, 4231-4235
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    Formal [4 + 2] cycloaddition of imines with alkoxyisocoumarins

    C. L. Jarvis, N. M. Jemal, S. Knapp and D. Seidel, Org. Biomol. Chem., 2018, 16, 4231
    DOI: 10.1039/C8OB01015C

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