ラセミアルコールをエナチオピュアアミンに:Ru触媒によるダイアステロセレクティブアミネーション
Nathan J Oldenhuis1, Vy M Dong, Zhibin Guan
1Department of Chemistry, 1102 Natural Sciences II, University of California , Irvine, California 92697-2025, United States.
Journal of the American Chemical Society
|August 30, 2014
まとめ
この研究は,ルテニウム触媒と水素借用を用いてキラル型テルトブタネスルフィニラミンを作るための新しい方法を紹介しています. このプロセスは二次アルコールを有効なキラル化合物へと効率的に変換します.
科学分野:
- 有機化学 オーガニック・ケミストリー
- カタリシス カタリシス カタリシス
- アシンメトリック・シンセシス
背景:
- チラルの tert-butanesulfinylaminesは,有機合成における重要な構成要素である.
- その非対称的な合成のための効率的な方法の開発は極めて重要です.
研究 の 目的:
- α-キラル型 tert-butanesulfinylaminesの合成のための触媒的方法を開発する.
- この変換のために水素借入戦略を活用する.
主な方法:
- 商用で利用可能なルテニウム (Ruthenium) を使って,PNP型のピンチャー触媒 (Ru-Macho) を使った.
- ラセミック二次アルコールをエリマンのキラル型 tert-butanesulfinamide と反応させる.
- 水素借入戦略を活用する.
主要な成果:
- Ru-Macho触媒は,α-キラル tert-butanesulfinylaminesの形成を効果的に促進しました.
- 利回りは31%から89%までだった.
- 高いダイアステレオ選択性が達成され,ほとんどの例は95:5のドクターを超えました.
結論:
- ルテニウム触媒による水素借入は,α-キラル型 tert-butanesulfinylaminesへの効率的な経路を提供します.
- この方法は,エナチオメリックに濃縮されたスルフィニラミンへのアクセスに貴重なツールを提供します.
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