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A New Selena-Aza-Payne-Type Rearrangement of Aziridinylmethyl Tosylates Mediated by Tetraselenotungstate

Sureshkumar, Devarajulu and Koutha, Srinivasamurthy and Chandrasekaran, Srinivasan (2007) A New Selena-Aza-Payne-Type Rearrangement of Aziridinylmethyl Tosylates Mediated by Tetraselenotungstate. In: European Journal of Organic Chemistry, 2007 (27). pp. 4543-4551.

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Abstract

Tetraselenotungstate 1 reacts with simple (N-tosylaziridinyl)-methyl tosylate derivatives to give allylamine derivatives as the only products by an unprecedented selena-aza-Paynetype rearrangement. When the methodology is extended to disubstituted (N-tosylaziridinyl)methyl tosylates, regio- and stereospecific ring-opening of the aziridines occurs to afford allylamine derivatives as the major products and cyclic fivemembered diselenides as the minor products in good yields under mild reaction conditions without using any Lewis acid or base.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to John Wiley & Sons, Inc.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 31 Jul 2008
Last Modified: 19 Sep 2010 04:48
URI: http://eprints.iisc.ernet.in/id/eprint/15381

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