Pyridine-facilitated phenylselenoetherification of some tertiary alkenols

Authors

  • Biljana M. Mojsilovic,

    1. University of Kragujevac, Faculty of Science, Department of Chemistry, Radoja Domanovica 12, P.O. Box 60, YU-34 000 Kragujevac, Yugoslavia
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  • Zorica M. Bugaric

    Corresponding author
    1. University of Kragujevac, Faculty of Science, Department of Chemistry, Radoja Domanovica 12, P.O. Box 60, YU-34 000 Kragujevac, Yugoslavia
    • University of Kragujevac, Faculty of Science, Department of Chemistry, Radoja Domanovica 12, P.O. Box 60, YU-34 000 Kragujevac, Yugoslavia
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Abstract

An improved procedure for intramolecular cyclization of tertiary alkenols using benzeneselenyl halides has been developed. We found that cyclization can be facilitated by pyridine. Thus, in the presence of an equimolar amount of pyridine, a chemospecific reaction could be observed that resulted in formation of corresponding cyclic ethers, and quantitative yields were achieved instantaneously under extremely mild experimental conditions. The effect of the halide ion of the selenylating reagent is not significant, both halides generally giving equal results © 2001 John Wiley & Sons, Inc. Heteroatom Chem 12:475–479, 2001

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