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Synthesis of amino thiols and isocysteines via regioselective ring opening of sulfamidates with tetrathiomolybdate

Baig, Nasir RB and Kumar, Phani NY and Mannuthodikayil, Jamsad and Chandrasekaran, Srinivasan (2011) Synthesis of amino thiols and isocysteines via regioselective ring opening of sulfamidates with tetrathiomolybdate. In: Tetrahedron, 67 (17). pp. 3111-3118.

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Official URL: http://dx.doi.org/10.1016/j.tet.2011.02.074

Abstract

Herein we present a simple and highly efficient method for the synthesis of beta and gamma-amino thiols via regioselective ring opening of sulfamidates with tetrathiomolybdate 1. The generality of this methodology has been shown by synthesizing carbohydrate derived beta-amino thiol. The scope and versatility of this methodology has been demonstrated by synthesizing biologically important unnatural amino acids like isocysteines in optically pure form. (C) 2011 Elsevier Ltd. All rights reserved.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Elsevier Science.
Keywords: Tetrathiomolybdate;Sulfamidates;Burgess reagent;Amino thiols
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 30 May 2011 08:16
Last Modified: 30 May 2011 08:16
URI: http://eprints.iisc.ernet.in/id/eprint/37790

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