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Synfacts 2009(4): 0426-0426  
DOI: 10.1055/s-0028-1087836
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Oxa- and Azacycles via a Novel Iron-Catalyzed Prins Cyclization

Contributor(s): Paul Knochel, Andreas J. Wagner
P. O. Miranda, R. M. Carballo, V. S. Martín*, J. I. Padrón*
Universidad de La Laguna and Instituto de Productos Naturales y Agrobiología, La Laguna, Tenerife, Spain
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Publication History

Publication Date:
23 March 2009 (online)

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Significance

Catalytic iron(III) and TMS halides allow the formation of carbon-carbon, hetero­atom-carbon and halogen-carbon bonds in a same reaction. This new Prins cyclization leads to oxa- and azacycles in very good yields, regiochemistry and good syn/anti selectivities in the case of saturated heterocycles.