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Report | Regular issue | Vol 23, No. 4, 1985, pp.843-852
Published online, 1st January, 1970
DOI: 10.3987/R-1985-04-0843
Chemo-, Regio- and Stereoselectivity and Mechanism of the Heterocyclization Reaction of Dialkyl (5-Methyl-1,3,4-hexatrien-3-yl)phosphonates with Methylselenenyl Chloride

Tchonka N. Tancheva, Christo M. Angelov,* and Diana M. Mondeshka

*Department of Chemistry, Higher Pedagogical Institute, 9700 Shoumen, Bulgaria

Abstract

The reaction path of dialkyl(5-methyl-1,3,4-hexatrien-3-yl)-phosphonates with methylselenenyl chloride was investigated in details. The spectral and chromatographic studies indicate that alongside the main reaction products - 2,5-dihydro-1,2-oxaphospholes, three different selenophenephosphonates and 1,3-alkadienylphosphonate are obtained too, i.e. the interaction of 1a-c with methylselenenyl chloride is regioselective but not chemo- and stereoselective reaction.