Formal Synthesis of (-)-Haliclonin A: Stereoselective Construction of an Azabicyclo[3.3.1]nonane Ring System by a Tandem Radical Reaction.,Organic Letters

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Formal Synthesis of (-)-Haliclonin A: Stereoselective Construction of an Azabicyclo[3.3.1]nonane Ring System by a Tandem Radical Reaction.
Organic Letters ( IF 4.9 ) Pub Date : 2020-06-17 , DOI: 10.1021/acs.orglett.0c01627
Keita Komine ₁ , Yasuhiro Urayama ₁ , Taku Hosaka ₁ , Yuki Yamashita ₁ , Hayato Fukuda ₁ , Susumi Hatakeyama ₂ , Jun Ishihara ₁

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A formal synthesis of (−)-haliclonin A, isolated from the marine sponge Haliclona sp. in Korea, is described. The key feature of the synthesis includes the highly stereoselective tandem radical reaction to construct the azabicyclo[3.3.1]nonane core and the enantioselective formation of an all-carbon quaternary center via the Pd-mediated deracemization.

中文翻译：

（-）-Haliclonin A的形式合成：通过串联自由基反应立体构筑氮杂双[3.3.1]壬烷环系统。

从海洋海绵Haliclona sp。分离出的（-）-haliclonin A的正式合成。在韩国描述。合成的关键特征包括高度立体选择性的串联自由基反应，以构建氮杂双环[3.3.1]壬烷核，以及通过Pd介导的脱碳反应形成全碳四元中心的对映选择性。

更新日期：2020-07-02

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