Favorskii-type rearrangement of .ALPHA., .ALPHA.'-dihalo ketones induced by enolates of (diethoxyphosphinyl)acetic esters and its application to the synthesis of .ALPHA., .ALPHA.'-divinyl ketones.

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概要

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• A Favorskii-type rearrangement of 1,3-dihalo-3-methyl-2-butanone with enolate of ethyl (diethoxyphosphinyl)acetate or <I>t</I>-butyl (diethoxyphosphinyl)acetate gave ethyl 2-(diethoxyphosphinyl)-5-methyl-3-oxo-4-hexenoate (<B>3a</B>) or its <I>t</I>-butyl ester (<B>3b</B>). Compound <B>3b</B> was applied to the preparation of (<I>E</I>)-5-methyl-1-(<I>p</I>-tolyl)-1,4-hexadien-3-one and diethyl (4-methyl-2-oxo-3-pentenyl)phosphonate, which are the important intermediates for natural product syntheses.

• 公益社団法人 日本化学会の論文

著者

• Sakai Takashi

  Department Of Applied Chemistry Faculty Of Engineering Okayama University

• Utaka Masanori

  Department Of Applied Chemistry Faculty Of Engineering Okayama University

• MIYATA Kazuyoshi

  Department of Anatomy, School of Medicine, Tokushima University

• Amano Eiichiro

  Department of Synthetic Chemistry, School of Engineering, Okayama University

• Takeda Akira

  Department of Applied Chemistry, Faculty of Engineering, Okayama University

• Miyata Kazuyoshi

  Department of Synthetic Chemistry, School of Engineering, Okayama University

• Sakai Takashi

  Department of Synthetic Chemistry, School of Engineering, Okayama University

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