アリルアルケネと活性炭酸のエナチオセレクティブCuH触媒による還元結合
Jeffrey S Bandar1, Erhad Ascic1, Stephen L Buchwald1
1Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.
Journal of the American Chemical Society
|April 29, 2016
まとめ
新しい銅水素触媒法により,アリルアルケンの炭酸誘導体とのエナチオ選択的還元結合が可能である. このアプローチは,高ステレオ選択性および幅広い機能群耐性を有するエナチオ濃縮ケトンまたはアルコールを産出します.
科学分野:
- 有機化学
- カタリシス
- ステレオ選択合成
背景:
- 合成化学において,キラル分子を生成するための効率的な方法の開発は極めて重要です.
- 還元結合反応は,炭素−炭素結合の形成に有用である.
- 銅の触媒は様々な有機変異のための多用途のプラットフォームを提供します.
研究 の 目的:
- 新しいエナチオ選択的還元結合法を導入する.
- 銅水素を含む二重触媒サイクルを研究する.
- 酵素濃縮されたα置換ケトンとアルコールを合成する.
主な方法:
- 還元結合のための銅水化物触媒を用いる.
- アリルアルケーンと活性炭酸誘導体を基質として使用する.
- 二重触媒サイクルを調査する:エナンチオセレクティブの水酸化に続いてダイアステレオセレクティブのケトン還元.
主要な成果:
- アリルアルケンのエナチオ選択的還元結合を達成した.
- 異なる速度の二重触媒サイクルが実証されている.
- 優れたステレオ選択性を有する合成されたエンアンチオ濃縮のα代用ケトンとアルコール.
- シンメトリックなアリルカルボキシルアンヒドリドを用いて幅広い機能群の耐性を示した.
結論:
- 開発された方法は,キラルケトンとアルコールへの強力な経路を提供します.
- 二重の触媒サイクルが観察されたステレオ選択性の鍵です.
- 銅水素触媒は複雑な合成課題に有効です.
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