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Pt-catalyzed cyclization/migration of propargylic alcohols for the synthesis of 3(2 H)-furanones, pyrrolones, indolizines, and indolizinones

Several heterocycles such as furanones, pyrrolones, and indolizines, which are of pharmacological importance, are easily accessed via the Pt(II)-catalyzed heterocyclization/1,2-migration of propargylic ketols or hydroxy imine derivatives. This method sidesteps the challenges of traditional heteroaro...

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Bibliographic Details
Published in:Tetrahedron 2008-07, Vol.64 (29), p.7008-7014
Main Authors: Bunnelle, Eric M., Smith, Cameron R., Lee, Sharon K., Singaram, Surendra W., Rhodes, Allison J., Sarpong, Richmond
Format: Article
Language:English
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Summary:Several heterocycles such as furanones, pyrrolones, and indolizines, which are of pharmacological importance, are easily accessed via the Pt(II)-catalyzed heterocyclization/1,2-migration of propargylic ketols or hydroxy imine derivatives. This method sidesteps the challenges of traditional heteroaromatic oxygenation strategies such as regioselectivity and functional group tolerance in the syntheses of these heterocycles. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2008.02.103