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Issue 43, 2019
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Intermolecular scandium triflate-promoted nitrene-transfer [5 + 1] cycloadditions of vinylcyclopropanes

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Abstract

Sc(OTf)3-promoted [5 + 1] cycloaddition of vinylcyclopropanes with PhINTs is reported, enabling the regioselective preparation of a range of 1,2,3,6-tetrahydropyridine scaffolds under mild conditions. This represents the second example of a [5 + 1] nitrene-transfer cycloaddition and exhibits complementary substrate scope to the antecedent work, expanding the range of N-heterocycles accessible via this strategy.

Graphical abstract: Intermolecular scandium triflate-promoted nitrene-transfer [5 + 1] cycloadditions of vinylcyclopropanes

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Publication details

The article was received on 23 Aug 2019, accepted on 09 Oct 2019 and first published on 09 Oct 2019


Article type: Communication
DOI: 10.1039/C9OB01858A
Org. Biomol. Chem., 2019,17, 9413-9417

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    Intermolecular scandium triflate-promoted nitrene-transfer [5 + 1] cycloadditions of vinylcyclopropanes

    J. E. Laudenschlager, L. A. Combee and M. K. Hilinski, Org. Biomol. Chem., 2019, 17, 9413
    DOI: 10.1039/C9OB01858A

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