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Synlett 2001; 2001(1): 0065-0068
DOI: 10.1055/s-2001-9727
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Bis-Chlorodibutyltin Oxide as a New Reagent for a Mild, Versatile and Regioselective Ring-Opening of Epoxides

Claudio J. Salomon*
  • *Departamento Farmacia, IQUIOS (CONICET), Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario, Suipacha 531, 2000, Rosario, Argentina; E-mail: salomon@citynet.net.ar
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Publication Date:
31 December 2001 (online)

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A convenient and efficient procedure for the ring-opening of epoxides by means of alcohols and bis-chlorodibutyltin oxide is described. The cleavage of the oxiranes is found to proceed regioselectively under mild reaction conditions. Thus, several haloalkanols, useful intermediates toward biological active molecules, are easily obtained in very good yields.

bis-chlorodibutyltin oxide - epoxides - regioselective - haloalkanols - β-chlorohydrin