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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Indium(I) Iodide-Mediated Regioselective Ring Opening of Epoxides with Diphenyldiselenide: The Preparation of β-Hydroxy Selenides

Author(s): O. S. do Rego Barros, A. B. de Carvalho, E. S. Lang and C. Peppe

Volume 1, Issue 1, 2004

Page: [43 - 46] Pages: 4

DOI: 10.2174/1570178043488671

Abstract

Epoxides were efficiently transformed into β-hydroxy selenides by the action of diphenyldiselenide and indium(I) iodide under mild conditions. The ring opening reaction is regioselective with nucleophile incorporation at the less hindered carbon atom for alkyl-substituted epoxides, and at the benzylic carbon atom for aryl derivatives.

Keywords: epoxide, ring opening reaction, indium, hydroxy selenide, regioselectivity


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