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Synthesis 2015; 47(10): 1488-1498
DOI: 10.1055/s-0034-1380163
DOI: 10.1055/s-0034-1380163
paper
A Mild Protocol for the Regioselective Ring Opening of Doubly Activated Cyclopropanes by Using Selenolates Generated in Situ: Synthesis of Functionalized Organoselenium Compounds
Further Information
Publication History
Received: 02 August 2014
Accepted after revision: 21 January 2015
Publication Date:
27 February 2015 (online)

Abstract
A variety of functionalized organoselenium compounds were synthesized from doubly activated cyclopropanes and diselenides in the presence of sodium borohydride. A range of substituents were stable under these reaction conditions. Additionally, we extended the scope of the method by reducing nitro groups in the products to give the corresponding selenium-containing unnatural amino acids.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1380163.
- Supporting Information
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