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Communication | Regular issue | Vol 31, No. 12, 1990, pp.2107-2110
Published online, 1st January, 1970
DOI: 10.3987/COM-90-5598
Regioselective Synthesis of Bicyclic Diselenides by the Reaction of Phosphonium Ylides with Elemental Selenium

Kentaro Okuma,* Isao Kaneko, Hiroshi Ohta, and Yoshinobu Yokomori

*Department of Chemistry, Faculty of Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, Japan


Selenabicyclo[2.2.1]heptense reacted with elemental selenium to produce unusual bicyclic diselenides in 30-40% yield. The reaction of phosphonium ylides with excess of elemental selenium also afforded bicyclic diselenides in good yields. The reactions might proceed via biradical intermediates.