連続オレフィンメタセシス反応を用いた天然物の全合成

• 高尾 賢一

  慶應義塾大学理工学部応用化学科

• 吉田 圭佑

• 只野 金一

書誌事項

タイトル別名

• Total Synthesis of Natural Products Using Sequential Olefin Metathesis Reactions
• レンゾク オレフィンメタセシス ハンノウ オ モチイタ テンネンブツ ノ ゼン ゴウセイ

抄録

Olefin metathesis is established as a remarkably valuable synthetic tool in current organic chemistry. We report here total synthesis of natural products using sequential olefin metathesis reactions. The one-pot ring-opening/cross/ring-closing metathesis (ROM/CM/RCM) reaction has been developed, allowing for the concise construction of the oxygen-bridged 1,3-cyclooctadiene framework from an oxanorbornene derivative and 1,3-butadiene. The ROM/CM/RCM product was converted into (+)-mycoepoxydiene, (−)-1893A, and (+)-1893B. Furthermore, the ring-opening/ring-closing metathesis (ROM/RCM) of cyclobutenecarboxylate derivatives has been developed as a novel method for access to γ-butenolides. The enantioselective total synthesis of (+)-clavilactone A and (−)-clavilactone B was achieved by the use of this reaction (ROM/RCM).

収録刊行物

• 有機合成化学協会誌

  有機合成化学協会誌 73 (12), 1192-1199, 2015

  公益社団法人 有機合成化学協会

キーワード

• natural product synthesis
• olefin metathesis
• ring-closing metathesis
• ring-opening/cross metathesis
• ring-opening/ring-closing metathesis
• ring-rearrangement metathesis

詳細情報

• CRID: 1390282680318265984
• NII論文ID: 130005120152
• NII書誌ID: AN0024521X
• DOI: 10.5059/yukigoseikyokaishi.73.1192
• ISSN: 18836526
• ISSN: 00379980
• NDL書誌ID: 026990596
• Web Site: http://id.ndl.go.jp/bib/026990596
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I026990596
• Web Site: https://www.jstage.jst.go.jp/article/yukigoseikyokaishi/73/12/73_1192/_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