Reaction of Trifluoromethyl Ketones. V. : Dehydration of Trifluoromethylated Homoallyl Alcohols : Synthesis of Trifluoromethylated Dienes

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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 dehydrated with POCl_3-pyridine or other acyl halide-organic base mixtures to trifluoromethylated dienes. Dehydration of the homoallyl alcohols from hexafluoroacetone afforded only one kind of products, while those from other trifluoromethyl ketones were dehydrated to the E-isomers of conjugated dienes as major products with small amounts of regio- and stereoisomers. Treatment of the homoallyl alcohols from inner olefins with phosphorus oxychloride in pyridine gave the conjugated dienes stereoselectively. The saturated (trifluoromethyl)-carbinols which were obtained by hydrogenation of trifluoromethylated homoallyl alcohols were very difficult to dehydrate. This fact shows that the formation of a conjugated double bond or the presence of an allylic hydrogen facilitates the dehydration.

• 社団法人日本薬学会の論文
• 1989-01-25

著者

• 三木 卓一

  Department of Toxicology, Faculty of Pharmaceutical Sciences, Setsunan University

• 熊懐 稜丸

  摂南大・薬

• 永井 隆文

  Faculty Of Pharmaceutical Sciences Setsunan University

• 小山 まゆみ

  Faculty of Pharmaceutical Sciences, Setsunan University

• 安藤 章

  Faculty of Pharmaceutical Sciences, Setsunan University

• 三木 卓一

  Faculty of Pharmaceutical Sciences, Setsunan University

• 熊懐 稜丸

  Faculty of Pharmaceutical Sciences, Setsunan University

• 浜 正好

  Faculty of Pharmaceutical Sciences, Setsunan University

• 吉岡 雅彦

  Faculty of Pharmaceutical Sciences, Setsunan University

• 湯田 真理子

  Faculty of Pharmaceutical Sciences, Setsunan University

• 吉田 典子

  Faculty of Pharmaceutical Sciences, Setsunan University

• Ando A

  Faculty Of Pharmaceutical Sciences Setsunan University

• 吉田 典子

  Faculty Of Pharmaceutical Sciences Setsunan University

• 熊懐 稜丸

  摂南大薬

• 熊懐 稜丸

  Faculty Of Pharmaceutical Sciences Setsunan University

• 熊懐 稜丸

  Faculty Of Pharmaceutical Sciences Kyushu University:(present Address)tokyo College Of Pharmacy Kash

• 吉岡 雅彦

  Faculty Of Pharmaceutical Sciences Setsunan University

• 三木 卓一

  Department Of Toxicology Faculty Of Pharmaceutical Sciences Setsunan University

• 三木 卓一

  武田薬品工業株式会社研究開発本部

• 小山 まゆみ

  Faculty Of Pharmaceutical Sciences Setsunan University

• Miki Takuichi

  Department Of Toxicology Faculty Of Pharmaceutical Sciences Setsunan University

• 浜 正好

  Faculty Of Pharmaceutical Sciences Setsunan University

• 湯田 真理子

  Faculty Of Pharmaceutical Sciences Setsunan University

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