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Issue 34, 2017
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Rhodium-catalyzed intermolecular [3+3] cycloaddition of vinyl aziridines with C,N-cyclic azomethine imines: stereospecific synthesis of chiral fused tricyclic 1,2,4-hexahydrotriazines

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Abstract

An atom-economic route to ring-fused 1,2,4-hexahydrotriazines relying upon a new synthetic application of vinylaziridines in a rhodium-catalyzed intermolecular [3+3] cycloaddition of C,N-cyclic azomethine imines has been reported. Highly efficient chirality transfer in the present transformation was also observed, providing a new method for the synthesis of sp3-carbon-rich 1,2,4-hexahydrotriazines in an enantioselective manner.

Graphical abstract: Rhodium-catalyzed intermolecular [3+3] cycloaddition of vinyl aziridines with C,N-cyclic azomethine imines: stereospecific synthesis of chiral fused tricyclic 1,2,4-hexahydrotriazines

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Publication details

The article was received on 18 Mar 2017, accepted on 03 Apr 2017 and first published on 03 Apr 2017


Article type: Communication
DOI: 10.1039/C7CC02078C
Citation: Chem. Commun., 2017,53, 4688-4691
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    Rhodium-catalyzed intermolecular [3+3] cycloaddition of vinyl aziridines with C,N-cyclic azomethine imines: stereospecific synthesis of chiral fused tricyclic 1,2,4-hexahydrotriazines

    C. Zhu, J. Feng and J. Zhang, Chem. Commun., 2017, 53, 4688
    DOI: 10.1039/C7CC02078C

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