Asymmetric Synthesis of Anthracyclinones : Synthesis of a New Chiral AB-Synthon, (5R, 6R)-6-Ethyl-5,6-dihydroxy-5,6,7,8-tetrahydro-1,4-naphthoquinone, and Its Application for a Novel Regioselective Synthesis of (-)-γ-Rhodomycinone

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概要

• 論文の詳細を見る

• A new chiral AB-synthon, (5R, 6R)-6-ethyl-5,6-dihydroxy-5,6,7,8-tetrahydro-1,4-naphthoquinone (4), for the synthesis of optically active rhodomycinones was prepared stereoselectively from a (-)-α-hydroxy ketone (6). The coupling reactions of 4 with homophthalic anhydride derivatives (9,12) proceeded in a regioselective manner to give the tetracyclic compounds 10 and 13,respectively. Compound 10 was converted to (-)-γ-rhodomycinone (3) in a two-step sequence. The optical purity (100% ee) of 3 was unambiguously determined by high performance liquid chromatography analysis using a chiral column.

• 社団法人日本薬学会の論文
• 1992-01-25

著者

• 北 泰行

  Faculty of Pharmaceutical Sciences, Osaka University

• 北 泰行

  大阪大学大学院薬学研究科

• 藤岡 弘道

  大阪大学大学院薬学研究科

• 藤岡 弘道

  Faculty Of Pharmaceutical Sciences Osaka University

• Kita Yasuyuki

  Graduate School Of Pharmaceutical Sciences Osaka University Yamadaoka

• 山本 博文

  Faculty of Pharmaceutical Sciences, Osaka University

• 案浦 洋一

  Faculty of Pharmaceutical Sciences, Osaka University

• 前田 ひろし

  Faculty of Pharmaceutical Sciences, Osaka University

• 山本 博文

  Faculty Of Pharmaceutical Sciences Osaka University

• 案浦 洋一

  Faculty Of Pharmaceutical Sciences Osaka University

• 前田 ひろし

  Faculty Of Pharmaceutical Sciences Osaka University

• 北 泰行

  Faculty Of Pharmaceutical Sciences Osaka University

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