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Issue 17, 2015
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Cerium(IV) ammonium nitrate mediated 5-endo-dig cyclization of α-amino allenylphosphonates to spirodienones

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Abstract

α-Amino allenylphosphonates were treated with cerium(IV) ammonium nitrate under various conditions to form spirodienones in good to excellent yields. The 5-endo-dig cyclization proceeds through the formation of a key iminium intermediate. A comprehensive study on the nature of the solvent used for this reaction was undertaken resulting in the formation of three types of spirodienone scaffolds.

Graphical abstract: Cerium(iv) ammonium nitrate mediated 5-endo-dig cyclization of α-amino allenylphosphonates to spirodienones

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Publication details

The article was received on 12 Jan 2015, accepted on 22 Jan 2015 and first published on 30 Jan 2015


Article type: Communication
DOI: 10.1039/C5CC00281H
Author version available: Download Author version (PDF)
Citation: Chem. Commun., 2015,51, 3612-3615
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    Cerium(IV) ammonium nitrate mediated 5-endo-dig cyclization of α-amino allenylphosphonates to spirodienones

    P. Adler, A. Fadel and N. Rabasso, Chem. Commun., 2015, 51, 3612
    DOI: 10.1039/C5CC00281H

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