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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 23
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Original Articles

ULTRASOUND ACCELERATED REDUCTIVE COUPLING OF IMINE OR IMINIUM ION GENERATED IN 5 M LITHIUM PERCHLORATE SOLUTION BY LITHIUM METAL

Mohammad M. Mojtahedi Chemistry and Chemical Engineering Research of Iran, Tehran, Iran
,
Mohammad R. Saidi Department of Chemistry, Sharif University of Technology, Tehran, Iran
,
Jafar S. Shirzi Chemistry and Chemical Engineering Research of Iran, Tehran, Iran
&
Mohammad Bolourtchian Chemistry and Chemical Engineering Research of Iran, Tehran, Iran
Pages 3587-3592 | Received 07 Nov 2000, Published online: 16 Aug 2006
 
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Abstract

A novel one-pot reductive coupling of imine or iminium ion generated in the concentrated ethereal lithium perchlorate solution was achieved in the presence of lithium metal. The yield of the reaction depends on the reactivity preformed imine or iminium ion. Diamines were formed with high diastereoselectivity in some cases in about 5 h. The reaction time was doubled without the use of ultrasound acceleration.

ACKNOWLEDGMENTS

We thank “Volkswagen-Stiftung, Federal Republic of Germany” for financial support towards the purchase chemicals. M. R. Saidi thanks Iranian National Research Council for partial financial support.

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