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Synthesis 1992; 1992(7): 693-696
DOI: 10.1055/s-1992-26202
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The Formation of Cyclic Ethers from Diallyldibutyltin and Halo Ketones Catalyzed by Tetraethylammonium Chloride

Katsunori Yano* , Yukio Hatta, Akio Baba, Haruo Matsuda
  • *Department of Applied Chemistry, Faculty of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565, Japan
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Publication Date:
17 September 2002 (online)

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The cyclization reaction of diallyldibutyltin and α- or γ-halo ketones, especially chloro-substituted ketones, effectively proceeds in the presence of a catalytic amount of tetraethylammonium chloride, producing the corresponding 2-allyloxiranes or 2-allyltetrahydrofurans in high yield, respectively. β-Chloro ketones give the corresponding allyl alcohols.