Lanthanoid(III) Trichloride–Tin(II) Chloride Mediated Cydoaddition Reaction of α,α′-Dibromo Ketones with 1,3-Dienes or Enamines

作者: Shin-ichi Fukuzawa , Masakazu Fukushima , Tatsuo Fujinami , Shizuyoshi Sakai

DOI: 10.1246/BCSJ.62.2348

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摘要: The reaction of α,α′-dibromo ketones with 1,3-dienes in the presence CeCl3–SnCl2 tetrahydrofuran is found to give corresponding [3+4] cycloadduct fair good yields under mild conditions. Furan and cyclopentadiene serve as highly efficient receptors oxyallyl intermediate bicyclic cycloadducts. 2,4-dibromo-3-pentanone isoprene gives both [3+2] Cycloaddition proceeds similarly enamines afford 2-cyclopenten-1-ones after treatment 3% ethanolic NaOH solution.

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