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

Pauline Adler, Antoine Fadel et Nicolas Rabasso
Chemical communications (Cambridge, England), Vol.51(17), pp.3612-3615
28/02/2015
PMID: 25634577

Résumé

Chemical Sciences Organic chemistry
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.

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