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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 12
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Original Articles

Synthesis of Novel Chiral Ionic Liquid and Its Application in Reduction of Prochiral Ketones to the Corresponding Chiral Alcohols Using NaBH4

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Pages 1784-1793 | Received 22 Apr 2009, Published online: 17 May 2010
 

Abstract

A novel chiral ionic liquid (CIL) based on nicotinium salt has been synthesized and used as an efficient asymmetric chiral catalyst for reduction of acetophenone derivatives with NaBH4 in methanol at room temperature. The optically active alcohols were obtained in low to moderate enantiomeric excess in a short reaction time.

ACKNOWLEDGMENTS

We gratefully acknowledge the funding support received for this project from the Isfahan University of Technology (IUT), Iran. Further financial support from Center of Excellence in Sensor and Green Chemistry Research (IUT) is gratefully acknowledged.

Notes

a Determined by chiral GC analysis.

a Determined by chiral GC analysis.

b Absolute configuration determined by comparison of the optical rotation with literature value.[ Citation 3 , Citation 5 , Citation11-13 ]

a Determined by chiral GC analysis.

b Absolute configuration determined by comparison of the optical rotation with the literature value.[ Citation 3 , Citation 5 , Citation11-13 ]

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