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Communication | Regular issue | Vol 26, No. 6, 1987, pp.1495-1498
Published online, 1st January, 1970
DOI: 10.3987/R-1987-06-1495
Reaction of 2,4,6-Trimethylpyrylium Salt with Organocopper Reagents: Selective Synthesis of 4H-Pyrans

Yohsuke Yamamoto, Takashi Kume, and Kin-ya Akiba

*Department of Chemistry, Faculty of Science, Hiroshima University, 1-3-1 Kagamiyama, Higashi-Hiroshima, Hiroshima 739-8526, Japan


Various cuprates (R2CuLi or R2CuMgBr) reacted with 2,4,6-trimethylpyrylium tetrafluoroborate (1) at 4-position to give 4H-pyrans with good regioselectivity (4H-:2H-≥7:3) in high total yield (75-90 %). One-pot transformation of 4H-pyrans into cyclohexenones is also described.