7,7-Dimethyltricyclo[3.3.0.0^<2,8>]octan-3-ones as Synthetic Intermediates. VI. An Improved Formal Synthesis of (±)-Descarboxyquadrone via Highly Regioselective Cyclopropane Ring Opening of Tricyclo[3.3.0.0^<2,8>]octan-3-one

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概要

• 論文の詳細を見る

• The cyclopropane ring opening reaction of 7,7-dimethyl-3-oxotricyclo[3.3.0.0^<2,8>]octane-5-acetic acid (5) was examined. A regioselective C(1)-C(2) bond cleavege of 5 proceeded smoothly under acidic conditions to give a bicyclo-[3.2.1]octan-3-one derivative 7 in good yield, as a result of neighboring-group participation of the carboxyl group. The lactone 7 was then successfully transformed into the 1,4-diketone 9,a useful intermediate for total synthesis of (±)-descarboxyquadrone (4).

• 社団法人日本薬学会の論文
• 1992-10-25

著者

• 今西 武

  Faculty Of Pharmaceutical Sciences Osaka University

• 田中 徹明

  Faculty of Pharmaceutical Sciences, Osaka University

• 岩田 宙造

  Faculty of Pharmaceutical Sciences, Osaka University

• 今西 武

  大阪大学大学院薬学研究科

• 岩田 宙造

  阪大院薬

• 田中 徹明

  阪大院薬

• 田中 徹明

  Faculty Of Pharmaceutical Sciences Osaka University

• Tanaka T

  Kvushu Univ. Fukuoka Jpn

• 山下 正行

  Faculty of Pharmaceutical Sciences, Osaka University

• 宮下 和之

  Faculty of Pharmaceutical Sciences, Osaka University

• 松井 宗隆

  Faculty of Pharmaceutical Sciences, Osaka University

• Tanaka T

  Osaka Univ. Osaka Jpn

• 岩田 宙造

  Faculty Of Pharmaceutical Sciences Osaka University

• Imanishi Takeshi

  Graduate Shool Of Pharmaceutical Sciences Osaka University

• Imamura T

  Faculty Of Pharmaceutical Sciences Osaka University

• 宮下 和之

  大阪大学大学院薬学研究科

• 宮下 和之

  Faculty Of Pharmaceutical Sciences Osaka University

• 山下 正行

  Faculty Of Pharmaceutical Sciences Osaka University

• 松井 宗隆

  Faculty Of Pharmaceutical Sciences Osaka University

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