非機能化されたアルケンからアルケニルボロンエステルの直接合成:ボリルヘック反応
William B Reid1, Jesse J Spillane1, Sarah B Krause1
1Department of Chemistry and Biochemistry, University of Delaware , Newark, Delaware 19716, United States.
Journal of the American Chemical Society
|April 23, 2016
まとめ
この研究は,電愛性ボロン反応剤を用いた最初のボリル-ヘック反応を導入する. パラジウム触媒法では,末端アルケンをトランスアルケニルボロンエステルに効率的に変換する.
科学分野:
- 有機金属化学
- 有機合成
- カタリシス
背景:
- ヘック反応はC−C結合形成の基石である.
- ボロンエステルは多用途の合成中間物質である.
- 合成のための新しい触媒的方法の開発は極めて重要です.
研究 の 目的:
- ボリル・ヘック反応を報告する.
- 末端アルケンからトランスアルケニルボロンエステルを合成するためのパラジウム触媒方法の確立.
主な方法:
- パラジウム触媒を用いて反応した.
- 商用カテキルクロロボラン (catBCl) をボロン源として使用した.
- 多種多様なボロアドクトを生成するために,現地でトランスエステル化を行います.
主要な成果:
- 末端アルケンのトランスアルケニルボロンエステルへの変換が成功しました.
- カテコルチクロロボランの電離性ボロン反応剤としての有用性を実証した.
- 多種多様なボロンエステル,アミド,その他のアルケニルボロンアダクトを in situ トランスエステル化によって生成する.
結論:
- この研究は,新しい効率的なボリル-ヘック反応を提示します.
- 開発された方法は,価値あるアルケニルボロン化合物の新しい経路を提供します.
- この反応の多用途性により,幅広い合成応用が可能である.
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