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Synlett 2000; 2000(12): 1813-1815
DOI: 10.1055/s-2000-8678
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The Reaction of Phenylselenyl Triflate with Diazo Compounds

Massimo Curini* , Francesco Epifano, Maria Carla Marcotullio, Ornelio Rosati
  • *Dipartimento di Chimica e Tecnologia del Farmaco - Sezione di Chimica Organica, Facoltà di Farmacia, Università di Perugia, Via del Liceo, I-06123 Perugia, Italy; Fax +39-075-5 85 51 16; E-mail: curini@unipg.it
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Publication Date:
31 December 2000 (online)

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The reaction of phenylselenyl triflate with diazo compounds is described. Diazoalkanes, α-diazoketones and α-diazoesters gave the corresponding di(phenylselanyl) derivatives either at 0 °C or at room temperature. α-Diazo-β-dicarbonyl compounds gave selectively di(phenylselanyl) derivatives at -78°C, while they gave a mixture of di(phenylselanyl)- and mono(phenylselanyl) derivatives either at 0°C or at room temperature.

diazo compounds - insertions - selenium - selenoacetals - phenylselenyl triflate