Brook型転位を鍵段階とした連続的分子変換システムの開発

• 松谷 裕二

  富山大学大学院医学薬学研究部（薬学）

• 杉本 健士

書誌事項

タイトル別名

• Development of Novel Sequential Molecular Transformation Systems via Brook-type Rearrangement as a Key Step
• Brookガタ テンイ オ カギ ダンカイ ト シタ レンゾクテキ ブンシ ヘンカン システム ノ カイハツ

抄録

Development of novel C-C bond forming reactions providing useful synthetic blocks has been an important issue in the field of organic chemistry. Especially, multiple bond formation systems involving sequential activation of the molecules have been effective methodology known as a domino-type reaction. Herein, novel sequential molecular transformation systems involving intramolecular silyl migration(Brook rearrangement)recently developed in our laboratory are discussed. Depending on the structure of silyl-containing substrates(β-silylated alkynoates vs. β-silylated conjugate enones), different modes of reactions were observed. These reactions enable to prepare useful synthetic blocks such as highly functionalized enones, coumarin and chromene derivatives, and silyl enol ethers. Reaction mechanisms, rationale for the selectivity, and attempts on improvement to organo-catalytic systems are also considered and presented.

収録刊行物

• 有機合成化学協会誌

  有機合成化学協会誌 76 (12), 1281-1290, 2018-12-01

  公益社団法人 有機合成化学協会

キーワード

• Brook rearrangement
• Morita-Baylis-Hillman reaction
• consecutive activation
• ylide formation
• three-component coupling
• Wittig reaction
• stereoselectivity

詳細情報

• CRID: 1390564238053368960
• NII論文ID: 130007529539
• NII書誌ID: AN0024521X
• DOI: 10.5059/yukigoseikyokaishi.76.1281
• ISSN: 18836526
• ISSN: 00379980
• NDL書誌ID: 029397737
• Web Site: http://id.ndl.go.jp/bib/029397737
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I029397737
• Web Site: https://www.jstage.jst.go.jp/article/yukigoseikyokaishi/76/12/76_1281/_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