Regio- and Stereospecific Synthesis of $\beta$-Sulfonamidodisulfides and $\beta$-Sulfonamidosulfides from Aziridines using Tetrathiomolybdate as a Sulfur Transfer Reagent

Sureshkumar, Devarajulu and Gunasundari, Thanikachalam and Ganesh, Venkataraman and Chandrasekaran, Srinivasan (2007) Regio- and Stereospecific Synthesis of $\beta$-Sulfonamidodisulfides and $\beta$-Sulfonamidosulfides from Aziridines using Tetrathiomolybdate as a Sulfur Transfer Reagent. In: Journal of Organic Chemistry, 72 (6). pp. 2106-2117.

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Abstract

A comprehensive study of a general and effective one-step procedure for the synthesis of $\beta$-sulfonamidodisulfides directly from N-tosyl aziridines in a regio- and stereospecific manner under neutral conditions without the use of any Lewis acid or base has been reported. This methodology is extended to the synthesis of an optically pure cyclic seven-membered disulfide 29. Synthesis of a variety of $\beta$-sulfonamidosulfides involving tandem, multistep reactions in one pot is also reported.

Item Type:	Journal Article
Publication:	Journal of Organic Chemistry
Publisher:	American Chemical Society
Additional Information:	Copyright of this article belongs to American Chemical Society.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	02 Jun 2008
Last Modified:	19 Sep 2010 04:45
URI:	http://eprints.iisc.ac.in/id/eprint/14110

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