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A Mild Protocol for the Regioselective Ring Opening of Doubly Activated Cyclopropanes by Using Selenolates Generated in Situ: Synthesis of Functionalized Organoselenium Compounds

Gopinath, Purushothaman and Chandrakala, RN and Chandrasekaran, Srinivasan (2015) A Mild Protocol for the Regioselective Ring Opening of Doubly Activated Cyclopropanes by Using Selenolates Generated in Situ: Synthesis of Functionalized Organoselenium Compounds. In: SYNTHESIS-STUTTGART, 47 (10). pp. 1488-1498.

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Official URL: http://dx.doi.org/ 10.1055/s-0034-1380163

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.

Item Type: Journal Article
Publication: SYNTHESIS-STUTTGART
Publisher: GEORG THIEME VERLAG KG
Additional Information: Copy right for this article belongs to the GEORG THIEME VERLAG KG, RUDIGERSTR 14, D-70469 STUTTGART, GERMANY
Keywords: cyclopropanes; diselenides; selenium; amino acids; ring opening
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 15 Jun 2015 07:14
Last Modified: 15 Jun 2015 07:14
URI: http://eprints.iisc.ac.in/id/eprint/51651

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