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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 5
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Original Articles

ZnI2/NaCNBH3 as an Efficient Reagent for Regioselective Ring Opening of the Benzylic Epoxide Moiety

L. M. Finkielsztein Departamento de Quínica Orgánica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Junín 956, (1113), Buenos Aires, Argentina
,
J. M. Aguirre Departamento de Ciencias Básicas, Universidad Nacional de Luján, Luján, Argentina
,
B. Lantaño Departamento de Quínica Orgánica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Junín 956, (1113), Buenos Aires, Argentina
,
E. N. Alesso Departamento de Quínica Orgánica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Junín 956, (1113), Buenos Aires, Argentina
&
G. Y. Moltrasio Iglesias Departamento de Quínica Orgánica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Junín 956, (1113), Buenos Aires, ArgentinaCorrespondence[email protected]
Pages 895-901 | Received 03 Oct 2003, Published online: 20 Aug 2006
 
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Abstract

In the presence of zinc iodide, sodium cyanoborohydride was found to produce regioselective ring opening of benzylic epoxides in mild reaction conditions.

Acknowledgments

This research was supported by grants from Consejo Nacional de Investigaciones Científicas (CONICET) and Universidad de Buenos Aires.

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