複数のエノン誘導反応モードにより,ポリサイクリック・テルペノイド誘導体の選択的光化学的化が発生する
Cody Ross Pitts1, Desta Doro Bume1, Stefan Andrew Harry1
1Department of Chemistry, Johns Hopkins University , 3400 N. Charles Street, Baltimore, Maryland 21218, United States.
Journal of the American Chemical Society
|February 2, 2017
まとめ
研究者は,エノンの機能群を用いた複雑な分子のサイト選択的化のための新しい光化学的方法を開発した. 薬の発見と開発に不可欠な 精密なフッ素の取り込みを可能にします
科学分野:
- 有機化学
- 写真化学
- 薬剤化学
背景:
- アリファティック・フッ化反応性はよく確立されています.
- 複雑な分子における部位選択的フッ素化は依然として重要な課題である.
- 薬の発見にはフッ素の組み込みが不可欠です
研究 の 目的:
- 複雑な分子のためのサイト選択的光化学的化方法を開発する.
- 酸化を誘導するためにエノンの機能群を活用する.
- 開発されたメソッドの予測可能性と範囲を調査する.
主な方法:
- 一つの機能群の光刺激
- ステロイドとポリサイクルにおけるサイト選択C-H結合の化.
- 理論モデル化により,化モード (ガンマ,ベータ,ホモアリル,アリル) を予測する.
主要な成果:
- エノンの酸素指向に基づくサイト選択的光化学的化を達成した.
- 複合基質で最大65の異なるsp3C-H結合で化が発生した.
- 予測可能なガンマ-,ベータ-,ホモアリル,およびアリルフローリネーションが実証された.
結論:
- エノンの光刺激は,場所選択的な化のための強力な解決策を提供します.
- この方法は,選択的な化戦略の設計を進める.
- この結果はフッ素含有薬の発見に 重要な意味を持ちます
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
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