Regio- and Stereoselective Synthesis of Aziridino Epoxides from Cyclic Dienes

Sureshkumar, Devarajulu and Maity, Susama and Chandrasekaran, Srinivasan (2006) Regio- and Stereoselective Synthesis of Aziridino Epoxides from Cyclic Dienes. In: Journal Of Organic Chemistry, 71 (4). pp. 1653-1657.

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Abstract

Two different routes for the regio- and stereoslective synthesis of aziridino epoxides from cyclic dienes have been explored. The first strategy involves regiospecific aziridination of cyclic diene derivatives and subsequent epoxidation with m-CPBA to yield cis-aziridino epoxides as major products. The second strategy utilizes regiospecific epoxidation of cyclic diene derivatives followed by Sharpless aziridination to provide exclusively trans-aziridino epoxides. Synthesis of both enantionters of cis-aziridino epoxides from (R)-(-)- and (S)-(+)-carvones are also reported.

Item Type:	Journal Article
Additional Information:	Copyright of this article belongs to American Chemical Society.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	08 Apr 2009 05:49
Last Modified:	19 Sep 2010 04:58
URI:	http://eprints.iisc.ernet.in/id/eprint/17788

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