アルケンの触媒,エナチオセレクティブ・ダイアミネーション
Zhonglin Tao1, Bradley B Gilbert1, Scott E Denmark1
1Roger Adams Laboratory, Department of Chemistry , University of Illinois , Urbana , Illinois 61801 , United States.
Journal of the American Chemical Society
|November 20, 2019
まとめ
研究者は,キラルオルガノセレニウム触媒を用いたアルケンの最初のエナチオセレクティブ・シンダイアミネーションを開発した. この画期的な発見により 薬剤化学と触媒作用のための 酵素濃縮ダイアミンの 効率的な合成が可能になりました
科学分野:
- 有機化学
- 非対称合成
- キャタリシス
背景:
- アルケンのエナンチオセレクティブ・ヴィチナル・ダイアミネーションは,有機合成における重要な課題である.
- 酵素濃縮ダイアミンは,医薬品化学と触媒の重要な構成要素である.
研究 の 目的:
- 単純なアルケンのエナンチオセレクティブ・シンディアミネーションのための一般的で効率的な方法を開発する.
- 大幅に有効な 酸化ダイアミンの製造を可能にします
主な方法:
- カイラルでオルガノセレニウムを添加した触媒を使いました
- N,N'-ビストシル尿素を二機能核愛素として使用した.
- ステキオキシダントとしてN-フッ素コリジニウムテトラフッ素ボラートを使用した.
主要な成果:
- 単純なアルケンの最初のエナンチオセレクティブ・シンディアミネーションを達成した.
- 様々なアルケンの基板 (ディアリル,アリル-アルキル,アルキル-アルキル) において高いエナンチオ選択性を示した.
- アルケンの置換剤によって観察された変量.
結論:
- 開発された方法は,エナチオ濃縮ダイアミンの新しい経路を提供します.
- 反応はSe (II) /Se (IV) リドックス触媒サイクルを経由する.
- シン-ステレオ特異性は,ステレオ選択性アルケンの機能化において広範な応用の可能性を提供します.
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