窮すれば通ず—リアノジン全合成からの学び

• 長友 優典

  東京大学大学院薬学系研究科

書誌事項

タイトル別名

• Discontent is the First Step in Progress—Learning from the Total Synthesis of Ryanodine
• 窮すれば通ず : リアノジン全合成からの学び
• キュウスレバ ツウズ : リアノジン ゼン ゴウセイ カラ ノ マナビ

抄録

There have been a lot of scientific issues and their solutions found through the total synthesis of complex and synthetically challanging natural products. Ryanodine, a potent modulator of intracellular calcium release channels, is one of the most highly oxygenated molecules in all terpenoids, and its total synthesis is an exceptionally challenging task. Here, I will introduce the extreme synthetic difficulty and its solution focusing on the C15-hemiacetal construction from our total synthesis of ryanodine. We developed a new combination of cobalt-catalyzed hydroperoxidation and NfF-promoted elimination that enabled conversion of the hindered olefin into the corresponding ketone.

収録刊行物

• 有機合成化学協会誌

  有機合成化学協会誌 76 (5), 494-497, 2018-05-01

  公益社団法人 有機合成化学協会

キーワード

• natural product synthesis
• ryanodine
• C-H oxidation
• epimerization
• cobalt-catalyzed hydroperoxidation

詳細情報

• CRID: 1390282680315940608
• NII論文ID: 130006733915
• NII書誌ID: AN0024521X
• DOI: 10.5059/yukigoseikyokaishi.76.494
• ISSN: 18836526
• ISSN: 00379980
• NDL書誌ID: 029057663
• Web Site: http://id.ndl.go.jp/bib/029057663
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I029057663
• Web Site: https://www.jstage.jst.go.jp/article/yukigoseikyokaishi/76/5/76_494/_pdf
• 本文言語コード: ja
• データソース種別:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
  • KAKEN
• 抄録ライセンスフラグ: 使用不可