Carbocyclization reactions of terminally difluorinated alkenyl active methine compounds mediated by SnCl4 and amine

Akio Saito, Midori Okada, Yuko Nakamura, Osamu Kitagawa, Hiroaki Horikawa, Takeo Taguchi

研究成果: Article査読

29 被引用数 (Scopus)

抄録

Carbocyclization of terminally difluorinated 3-butenyl active methine compounds 1a-1e proceeded through the 5- endo mode, upon treating with SnCl4 and triethylamine to give fluorocyclopentene derivatives 3a-3e. Iodocarbocyclization of dimethyl 2-(4,4-difluorobut-3-enyl)malonate (1a) mediated by I2, SnCl4 and amine provided 2,2-difluoro-3-iodocyclopentane-1, 1-dicarboxylate 4a through the 5-endo mode, while in the case of 2-(5,5-difluoropent-4-enyl)malonate (1f) 5-exo mode cyclization reaction took place to give difluoroiodomethylcyclopentane derivative 5f.

本文言語English
ページ(範囲)75-80
ページ数6
ジャーナルJournal of Fluorine Chemistry
123
1
DOI
出版ステータスPublished - 2003 9 1
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 環境化学
  • 物理化学および理論化学
  • 有機化学
  • 無機化学

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