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One-Pot Synthesis of beta-Amino/beta-Hydroxy Selenides and Sulfides from Aziridines and Epoxides

Ganesh, Venkataraman and Chandrasekaran, Srinivasan (2009) One-Pot Synthesis of beta-Amino/beta-Hydroxy Selenides and Sulfides from Aziridines and Epoxides. In: Synthesis-Stuttgart (19). pp. 3267-3278.

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Abstract

Diaryl disulfides and diselenides undergo facile cleavage on treatment with rongalite (sodium hydroxymethanesulfinate) to generate the corresponding thiolate and selenolate species in Situ, which effect the ring opening of aziridines and epoxides in a regioselective manner. A simple, mild, cost-effective protocol has been developed to prepare beta-amino and beta-hydroxy sulfides and selenides in a one-pot operation.

Item Type: Journal Article
Publication: Synthesis-Stuttgart
Publisher: Thieme Medical Publishers, Inc. and Georg Thieme Verlag
Additional Information: Copyright for this article belongs to Thieme Medical Publishers, Inc. and Georg Thieme Verlag.
Keywords: beta-amino selenide; beta-amino sulfide; beta-hydroxy selenide; beta-hydroxy sulfide; rongalite; aziridine; epoxide
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 09 Dec 2009 09:57
Last Modified: 19 Sep 2010 05:52
URI: http://eprints.iisc.ac.in/id/eprint/24905

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