ダイナミック・キネティック解像度によるアンチオセレクティブ・コッパー・カタライズド・アルキン・アジド・サイクロアディション
En-Chih Liu1, Joseph J Topczewski1
1Department of Chemistry , University of Minnesota Twin Cities , Minneapolis Minnesota 55455 , United States.
Journal of the American Chemical Society
|March 20, 2019
まとめ
この研究は,エナチオセレクティブの銅 ((I) 誘導アルキン-アジドサイクル添加 (CuAAC) 反応を導入する. この突破により,高収量とエナチオ選択性のキラルトリアゾールの直接合成が可能になった.
科学分野:
- 有機化学
- キャタリシス
- 化学合成
背景:
- 銅 ((I) 催化アルキンアジドサイクル添加 (CuAAC) は,非常に効果的なクリック反応である.
- CuAACにおけるエナチオ選択性の達成は,前駆体と製品の幾何学および反応機構の複雑さのために困難です.
研究 の 目的:
- 酵素選択 CuAAC (E-CuAAC) 反応を起こすために
- アルファキラルトリアゾールの直接合成を可能にします
主な方法:
- 動的運動解像度 (DKR) を利用して,エナチオ選択性を達成した.
- 複雑な分子環境にE-CuAAC反応を適用した.
主要な成果:
- E-CuAAC反応は高収量で進行する.
- 高いエナチオセレクティブ性を達成し,エナチオメア比率は99:1までである.
- アルファキラルトリアゾールの直接生成が示された.
結論:
- エナチオセレクティブ CuAACは実行可能であり,非常に有効です.
- DKRはE-CuAACを可能にするために重要な戦略です.
- この方法は,複雑な設定で価値のあるキラルトリアゾールの合成を可能にします.
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