陽子結合電子移転によって可能になったサイクルアルコールの触媒環膨張
Kuo Zhao1, Kenji Yamashita1, Joseph E Carpenter2
1Department of Chemistry , Princeton University , Princeton , New Jersey 08544 , United States.
Journal of the American Chemical Society
|May 24, 2019
まとめ
この研究では,サイクルアルコールに対する触媒環膨張法が導入されています. このプロセスは,選択的にN-構成のリングをN+1またはN+2のリングアダクトに変換します.
科学分野:
- 有機化学
- キャタリシス
- 合成方法論
背景:
- 周期性アリファティックアルコールは一般的な構造モチーフです.
- 環の膨張のための効率的な方法は,有機合成において価値があります.
- 環の拡大における地域選択性の制御は依然として課題です.
研究 の 目的:
- サイクルアリファティックアルコールのモジュラーリング拡張のための新しい触媒方法を開発する.
- 制御可能な地域化学を持つ指輪拡張製品の選択的形成を達成する.
主な方法:
- 陽子結合電子移転 (PCET) アリルアルコール基板の活性化を使用する.
- アルコキシラジカルを生成し,C−C結合を分裂させる.
- リングの拡張のためにオレフィン受容体とのリコンビネーションを使用します.
主要な成果:
- 循環性アリファティックアルコールの環膨張のための触媒的方法が確立された.
- この方法はアルコシ基とアルキル基の中間物質を用いて行われます.
- C−C結合形成の地域選択性は,オレフィン置換剤によって制御される.
- N-メンバーリングからn+1およびn+2リングアダクトの選択的合成が達成される.
結論:
- 開発された触媒方法は,リングの膨張にモジュール的なアプローチを提供します.
- この戦略は,C−C結合形成の地域選択性を正確に制御します.
- この方法論は,様々なリング拡張ケトンの選択的合成を可能にします.
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