ボリル機能化された全炭素四極性ステレオジェニックセンターへの汎用性のあるコバルト触媒によるエナチオセレクティブエントリー
1Department of Chemistry , National University of Singapore , 3 Science Drive 3 , Singapore 117543 , Singapore.
Journal of the American Chemical Society
|August 17, 2018
まとめ
研究者らは,コバルト触媒を用いた全炭素四分型ステレオセンターでキラルボリル機能化されたγ-ラクタムを生成するための新しい方法を開発した. この突破は様々なキラルラクトームと関連化合物の合成を可能にします.
科学分野:
- 有機化学
- 非対称合成
- キャタリシス
背景:
- キラル・gα- ラクトームは,医薬品化学における重要な構成要素である.
- 全炭素四分型ステレオセンターを建設するための効率的な方法は,非常に求められています.
- 複雑な有機分子の非対称合成は依然として大きな課題です.
研究 の 目的:
- キラルボリル機能化されたγ-ラクタムの新しい非対称合成を開発する.
- 完全炭素四分型ステレオセンターを作る方法を確立する.
- 合成製品の有用性を探求する.
主な方法:
- コバルト触媒によるエナンチオセレクティブ水酸化/循環反応.
- 基板としてアミド結合の1,6エニンを利用した.
- キラル γ-ラクトーム製品の後の変換.
主要な成果:
- 全炭素四次性ステレオセンターでキラルボリル機能化されたγ-ラクタムを成功して合成した.
- ハイドロブレーション/サイクライゼーションプロセスで高いエナンチオセレクティビティが得られる.
- 製品の様々なキラルラクトーム,ピロリジン-2,3-ダイオン,およびβ-アミノ酸誘導体への容易な変換が実証された.
結論:
- 開発された共触媒反応は,エナチオ濃縮されたγ-ラクトームへの効果的な経路を提供します.
- この方法は,さらなる合成用途のための貴重なキラル中間物質へのアクセスを提供します.
- この研究は,複雑な窒素を含むヘテロサイクルの非対称合成のためのツールボックスを拡張します.
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