デアジリディノンによるアシンメトリックα-アミネーション
Jin Song1, Zi-Jing Zhang1, Shu-Sen Chen1
1Hefei National Laboratory for Physical Sciences at the Microscale, Department of Chemistry, and Center for Excellence in Molecular Synthesis of CAS , University of Science and Technology of China , Hefei 230026 , China.
Journal of the American Chemical Society
|January 30, 2018
まとめ
新しい協同触媒法により,エステルのアンチ選択的α-アミネーションが可能である. この戦略は,キラルエノラートと銅の中間物質を生成し,優れたステレオ化学的制御を持つ高度にエナンチオ濃縮されたヒダントオインを生成します.
科学分野:
- 有機化学
- カタリシス
- 非対称合成
背景:
- 酵素選択合成は医薬品にとって極めて重要です
- エステルのα機能化のための効率的な触媒方法の開発は依然として課題です.
研究 の 目的:
- エステルの新種のエナンチオセレクティブα-アミネーションを開発する.
- ヒダントインの合成において高いステレオ化学的制御を達成する.
主な方法:
- ルイス塩基/銅の共同触媒戦略が採用された.
- 暫定的なキラルC1-アモニウムエノラートは,ペンタフローロフェニルエステルから生成された.
- N,N-di-t-butyldiaziridinoneとCu (I) は銅の中間物質を形成した.
主要な成果:
- 協同触媒は高いレベルのステレオ化学制御を可能にしました.
- ハイダントインの多様なセットが合成され,良い収穫量を得ました.
- 優れた抗選択性 (90- 99% ee) が達成されました.
結論:
- 開発された方法は,エナンチオ濃縮ヒダントインへの効果的な経路を提供します.
- 協同触媒は非対称合成のための強力な戦略を提供します
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