Pd (II) -触媒化されたエナチオセレクティブC (sp) -Hボリレーション
Jian He1, Qian Shao1, Qingfeng Wu1
1Department of Chemistry, The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Journal of the American Chemical Society
|February 18, 2017
まとめ
チラルのリガンドは,アミドにおけるC ((sp3) -H結合の最初のエナチオセレクティブボリレーションを可能にします. この突破により 複雑な炭酸誘導体を合成するための 価値あるヒラル基質に アクセスできます
科学分野:
- 有機化学
- カタリシス
- 非対称合成
背景:
- C-H結合の機能化は有機合成の重要な戦略である.
- キラルカルボキシル酸誘導体のエナンチオセレクティブ合成は依然として困難である.
- パラジウム触媒はC-H活性化のための強力なツールを提供します.
研究 の 目的:
- 第1回 C sp 3 -H 結合のPd 触媒によるエナンチオセレクティブ・ボリレーションの開発.
- 非対称的誘導のためにキラルアセチル保護アミノメチルオクサゾリンリガンドを使用する.
- 生成されたキラル β-ボリレイテッドアミドの有用性を実証する.
主な方法:
- パラジウム (II) 触媒
- キラルアセチルで保護されたアミノメチルオクサゾリンリガンドの使用
- カルボサイクリックアミド (α-三次およびα-四次中心) の基板範囲探査
主要な成果:
- カルボサイクリックアミドにおけるC ((sp3) -H結合のエナンチオセレクティブ・ボリレーションの成功.
- ステリカルに阻害されたα-三次およびα-四次炭素中心と高い互換性.
- クイラル β-ボリレイテッドアミドを多用途な中間物質として形成する.
結論:
- この研究は,非対称的なC-Hボリレーションのための新しい方法を提示します.
- 開発された方法論は,キラルβ-ボリル化アミドへの効率的なアクセスを提供します.
- これらのシントンは,様々なキラルカルボキシル酸誘導体を調製するのに価値があります.
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