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Synlett 2014; 25(11): 1561-1564
DOI: 10.1055/s-0033-1339030
DOI: 10.1055/s-0033-1339030
letter
Indium-Mediated Debromination of gem-Bromonitroalkanes under Mild Conditions in Aqueous Medium
Further Information
Publication History
Received: 15 March 2014
Accepted after revision: 08 April 2014
Publication Date:
13 May 2014 (online)


Abstract
gem-Bromonitroalkanes are efficiently reduced into the corresponding dehalogenated products in excellent yields with indium metal in the presence of a palladium(0) catalyst and indium(III) chloride in aqueous medium. The addition of bromonitromethane to carbohydrate-derived aldehydes or imines, followed by debromination of the intermediate bromonitro compounds represents an extremely efficient method for the stereoselective preparation of nitrosugars.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/products/ejournals/journal/ 10.1055/s-00000083.
- Supporting Information