Reaction of Trifluoromethyl Ketones. IV. : Cyclization of the Ene Reaction Products of Trifluoromethyl Ketones : A Facile Synthesis of 2-(Trifluoromethyl)tetrahydrofuran(Organic,Chemical)

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概要

• 論文の詳細を見る

• 1-(Trifluoromethyl)homoallyl alcohols, which were obtained by the ene reaction of trifluoromethyl ketones with olefins, were cyclized to 2-(trifluoromethyl)tetrahydrofurans in the presence of p-toluenesulfonic acid, a typical Brensted acid. The ease of this cyclization depends on the substituents on the homoallyl system. The stereochemistry of the cyclization products was established by analysis of the two dimensional nuclear Overhauser effects. The stable conformations of the tetrahydrofuran compounds were estimated by means of molecular mechanics calculations of the steric energy. The observed ratio of the products was consistent with that estimated from the steric energy calculations.

• 公益社団法人日本薬学会の論文
• 1987-09-25

著者

• Nagai Takabumi

  Faculty Of Pharmaceutical Sciences Setsunan University

• KUMADAKI Itsumaro

  Faculty of Pharmaceutical Sciences

• MIKI TAKUICHI

  Faculty of Pharmaceutical Sciences, Setsunan University

• Miki T

  Osaka Univ. Suita Jpn

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