Tetrodotoxin Framework Construction from Linear Substrates Utilizing a Hg(OTf)2-Catalyzed Cycloisomerization Reaction: Synthesis of the Unnatural Analogue 11-nor-6,7,8-Trideoxytetrodotoxin

Keisuke Nishikawa, Takayuki Noguchi, Seiho Kikuchi, Takahiro Maruyama, Yusuke Araki, Mari Yotsu-Yamashita, Yoshiki Morimoto

研究成果: Article査読

3 被引用数 (Scopus)

抄録

In this contribution, we propose a new synthetic approach to tetrodotoxin (TTX), one of the most famous marine toxins that, after first preparing a functionalized linear substrate, forms a cyclohexane core from the substrate utilizing our mercuric triflate (Hg(OTf)2)-catalyzed cycloisomerization reaction. The concept was applied to the synthesis of 11-nor-6,7,8-trideoxyTTX and 11-nor-4,9-anhydro-6,7,8-trideoxyTTX, which are unnatural TTX analogues, demonstrating the validity of our new approach.

本文言語English
ページ(範囲)1703-1708
ページ数6
ジャーナルOrganic letters
23
5
DOI
出版ステータスPublished - 2021 3 5

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

フィンガープリント 「Tetrodotoxin Framework Construction from Linear Substrates Utilizing a Hg(OTf)<sub>2</sub>-Catalyzed Cycloisomerization Reaction: Synthesis of the Unnatural Analogue 11-nor-6,7,8-Trideoxytetrodotoxin」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

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