非活性化末端アルケンの鉄触媒による高エナント選択性水酸化
Biao Cheng1, Wenbo Liu1, Zhan Lu1
1Department of Chemistry , Zhejiang University , Hangzhou 310058 , China.
Journal of the American Chemical Society
|March 29, 2018
まとめ
新しい鉄触媒法により,単純なアルケンからキラル・オルガノシランを高度に選択的に合成することができる. この効率的なプロセスは優れたエナチオセレクティブ性と幅広い機能群耐性を提供し,貴重なキラル化合物の道を開く.
科学分野:
- 有機金属化学
- 非対称な触媒
- 緑の化学
背景:
- チラルのオルガノシランは有価な合成中間物質である.
- 合成のための効率的で選択的な触媒的方法の開発は依然として課題です.
- 鉄触媒は貴金属触媒の 持続可能な代替手段です
研究 の 目的:
- 終末アリファティックアルケンの鉄触媒によるエナンチオセレクティブ水溶解を開発する.
- マルコビニコフ型の高選択性と良好な機能群耐性を達成する.
- 地球に豊富に存在する触媒を使って 価値あるキラル・オルガノシランを合成する.
主な方法:
- 終末アリファティックアルケーンとヒドロシランを用いた鉄触媒化水酸化反応.
- 選択性および反選択性に対する反応条件の最適化.
- キラルオルガノシランをキラルアルコールとジヒドロキシシランに変換する.
主要な成果:
- マルコビニコフ型の高度に選択的およびエナチオ選択的水酸化プロトコルを開発した.
- 機能的群耐性で優れたエナチオ選択性 (最大99%) を達成した.
- クイラルアリファティックアルカン-2-オールとダイヒドロキシシランの合成が,ラセミゼーションなしに実証された.
結論:
- 開発された鉄触媒プロトコルは,有価なキラル・オルガノシランへの効率的で持続可能な経路を提供します.
- この方法では,簡単に手に入る材料と土に豊富な触媒を使用します.
- 生成されたキラル・オルガノシランは,さらに高いステレオ化学的整合性を有する他の重要なキラル分子に変換することができる.
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