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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 10
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Original Articles

Efficient Ring Opening of Aziridines with Carboxylic Acids

, , &
Pages 1527-1532 | Received 26 Nov 2007, Published online: 24 Apr 2008
 

Abstract

An efficient ring cleavage of aziridines with acids has been studied in the absence of any catalyst. The hydrolysis of the products, amino esters, leads to the corresponding amino alcohols. The reaction has been extended to chiral cycloalkyl aziridines, leading to the formation of diastereomers. After separation, these diastereomers have been converted to optically pure amino alcohols in two steps.

Acknowledgment

V. K. S. thanks the Department of Science and Technology, Government of India, for a research grant. S. G. thanks the Council of Scientific and Industrial Research, New Delhi, for a senior research fellowship.

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