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Synthesis 2011(3): 485-489  
DOI: 10.1055/s-0030-1258366
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Glycerine and CeCl3˙7H2O: An Efficient and Recyclable Reaction Medium for Ring Opening of Epoxides with Thioamides and Amines

A. Venkat Narsaiah*, Sachin B. Wadavrao, A. Ramesh Reddy, J. S. Yadav
Organic Chemistry Division, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Fax: +91(40)27160387; e-Mail: vnakkirala2001@yahoo.com;
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Publication History

Received 22 October 2010
Publication Date:
14 December 2010 (online)

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Abstract

Oxiranes undergo rapid ring-opening reaction with a range of thioamides and amines to afford the corresponding β-amino alcohol derivatives. The reactions were carried out using glycerine and cerium(III) chloride as a recyclable reaction medium. All the reactions were carried out at room temperature and the products were obtained in excellent yields.

Key words

epoxides - amines - thioamides - amino alcohols - glycerine - cerium chloride.

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    Narsaiah, A. V.; Kumar, J. K. Synth. Commun. 2010, submitted for publication.