多環状エーテルの効率的合成法の開発と応用

• 中田 忠

  東京理科大学理学部第二部化学科

書誌事項

タイトル別名

• Efficient Methods for Synthesis of Polycyclic Ethers and Their Application
• タカンジョウ エーテル ノ コウリツテキ ゴウセイホウ ノ カイハツ ト オウヨウ

抄録

Marine polycyclic ethers exemplified by brevetoxin B, a red tide toxin, have a unique trans-fused polycyclic ether ring system. Their synthetically challenging complex structures and potent bioactivities have attracted the attention of numerous synthetic organic chemists. We have already developed several efficient methods for synthesis of cyclic ethers based on the SmI₂-induced reductive cyclization of β-alkoxyacrylate, β-alkoxyvinyl sulfone, and β-alkoxyvinyl sulfoxide with high stereoselectivity. Iterative and two-directional strategies for the construction of polycyclic ethers were developed based on the above methods. Several convergent strategies for the synthesis of polycyclic ethers were also developed based on acetylide-triflate coupling, acetylide-aldehyde coupling, or intramolecular Barbier reaction, respectively. Total syntheses of brevetoxin B, mucocin, and pyragonicin were accomplished as application of the developed methods.

収録刊行物

• 有機合成化学協会誌

  有機合成化学協会誌 66 (4), 344-357, 2008

  公益社団法人 有機合成化学協会

キーワード

• samarium diiodide, tetrahydropyran
• oxepane
• β-alkoxyacrylate
• β-alkoxyvinyl sulfone
• β-alkoxyvinyl sulfoxide
• cyclization
• convergent synthesis
• brevetoxin
• mucocin

詳細情報

• CRID: 1390001205313094016
• NII論文ID: 10021174540
• NII書誌ID: AN0024521X
• DOI: 10.5059/yukigoseikyokaishi.66.344
• ISSN: 18836526
• ISSN: 00379980
• NDL書誌ID: 9459985
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I9459985
• 本文言語コード: ja
• データソース種別:
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  • NDL
  • Crossref
  • CiNii Articles
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