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Synlett 2016; 27(07): 1096-1099
DOI: 10.1055/s-0035-1561558
DOI: 10.1055/s-0035-1561558
letter
Metal-Mediated Debromination of gem-Dibromoalkenes under Mild Conditions
Further Information
Publication History
Received: 21 November 2015
Accepted after revision: 30 December 2015
Publication Date:
20 January 2016 (online)


Abstract
We describe the facile and efficient metal-promoted reduction of C–Br bonds of gem-dibromides. When the reaction is mediated by indium, the corresponding vinyl bromides are obtained in good yields and high E-stereoselectivities. Alternatively, when the reduction is mediated by samarium diiodide, vinyl bromides are obtained in moderate yields and good Z-selectivities.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1561558.
- Supporting Information