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, C. Peppe.

Journal Name: Letters in Organic Chemistry

Volume 1 , Issue 1 , 2004

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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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Article Details

VOLUME: 1
ISSUE: 1
Year: 2004
Page: [43 - 46]
Pages: 4
DOI: 10.2174/1570178043488671

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