Radical Addition of Secondary Phosphine Selenides to Alkenes

Nina K. Gusarova; Svetlana F. Malysheva; Nataliya A. Belogorlova; Boris G. Sukhov; Boris A. Trofimov

doi:10.1055/s-2007-983846

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Synthesis 2007(18): 2849-2852
DOI: 10.1055/s-2007-983846

PAPER

Radical Addition of Secondary Phosphine Selenides to Alkenes

Nina K. Gusarova, Svetlana F. Malysheva, Nataliya A. Belogorlova, Boris G. Sukhov, Boris A. Trofimov*
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Street, 664033 Irkutsk, Russian Federation
Fax: +7(3952)419346; e-Mail: gusarova@irioch.irk.ru;

Further Information

Publication History

Received 25 May 2007
Publication Date:
08 August 2007 (online)

Abstract
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Abstract

First examples of a facile hydroselenophosphorylation of alkenes are reported. Radical addition of secondary phosphine selenides to alkenes proceeds under ultraviolet irradiation to afford the corresponding anti-Markovnikov adducts regiospecifically in up to 96% yield; this thus represents a general, efficient, and atom-economical synthesis of tertiary phosphine selenides.

Key words

radical reactions - hydroselenophosphorylation - alkenes - selenium - phosphorus

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