Construction of Tricyclic Enone, a Common Precursor for Aphidicolane and Stemodane B/C/D-Ring System

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概要

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• Synthesis of a tricyclic enone (B/C/D ring system), a common key precursor for the aphidicolane- and ste-modane-type diterpene, is described. The key reaction for the construction of the quaternary carbon center is allylation of epoxide at the more substituted carbon with an organotitanium reagent. Asymmetric reduction with DIP-C1 followed by stereoselective cyclization of spirocyclic ketone and the functional group modification gave the desired tricyclic enone in good yield.

• 公益社団法人日本薬学会の論文
• 2006-08-01

著者

• OHNO Hiroaki

  Graduate School of Pharmaceutical Sciences, Osaka University

• TANAKA Tetsuaki

  Graduate School of Pharmaceutical Sciences, Osaka University

• Iwata Chuzo

  Graduate School Of Pharmaceutical Sciences Osaka University

• Ohno Hiroaki

  Graduate School Of Pharmaceutical Sciences Kyoto University

• 大野 浩章

  京都大学大学院薬学研究科

• Yamamoto Sachiko

  Graduate school of Pharmaceutical Sciences, Osaka University

• Tanaka Tetsuaki

  Graduate School Of Pharmaceutical Sciences Of Osaka University

• Yoshino Hitoshi

  中外製薬富士御殿場研究所

• HIRAMATSU Kei

  Graduate School of Pharmaceutical Sciences, Osaka University

• MURAKAMI Kazuo

  Graduate School of Pharmaceutical Sciences, Osaka University

• YOSHINO Hitoshi

  Graduate School of Pharmaceutical Sciences, Osaka University

• PATRA Debasis

  Graduate School of Pharmaceutical Sciences, Osaka University

• Hiramatsu Kei

  Graduate School Of Pharmaceutical Sciences Osaka University

• Yamamoto Sachiko

  Graduate School Of Pharmaceutical Sciences Osaka University

• Murakami Kazuo

  Graduate School Of Pharmaceutical Sciences Osaka University

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