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Issue 29, 2016
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The first catalytic asymmetric cycloadditions of imines with an enolisable anhydride

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Abstract

The first catalytic, asymmetric reactions of imines with homophthalic anhydride to form disubstituted 3,4-dihydroisoquinolones are reported. The use of N-mesyl aldimines is key, as more basic imines undergo rapid uncatalysed reactions, while imines possessing larger N-sulphonyl substituents form lactams with lower ee.

Graphical abstract: The first catalytic asymmetric cycloadditions of imines with an enolisable anhydride

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The article was received on 08 Jan 2016, accepted on 27 Jun 2016 and first published on 06 Jul 2016


Article type: Communication
DOI: 10.1039/C6OB00048G
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Citation: Org. Biomol. Chem., 2016,14, 6955-6959
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    The first catalytic asymmetric cycloadditions of imines with an enolisable anhydride

    S. A. Cronin, A. Gutiérrez Collar, S. Gundala, C. Cornaggia, E. Torrente, F. Manoni, A. Botte, B. Twamley and S. J. Connon, Org. Biomol. Chem., 2016, 14, 6955
    DOI: 10.1039/C6OB00048G

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