トランジント・ディレクティング・ストラテジーによるオカルバニルアルデヒドの選択的触媒B-Hアリレーション
Xiaolei Zhang1, Hongning Zheng1, Jie Li1
1School of Pharmaceutical Sciences, School of Biotechnology, Jiangnan University , Wuxi, Jiangsu 214122, P. R. China.
Journal of the American Chemical Society
|August 8, 2017
まとめ
O-カルボラニルアルデヒドの直接のアリレーションは,パラジウム触媒とグリシン誘導基を用いて達成された. この方法は,カルボランケージB-H結合の選択的機能化を可能にし,ダイアリレートまたはモノアリレート製品を生成します.
科学分野:
- 有機金属化学
- ボロン化学
- 有機合成
背景:
- カーボラニルアルデヒドは,カーボラン誘導体の重要なシントンである.
- 合成の効用は,アルデヒド群のカルボキシル酸と比較して弱い調整によって制限されている.
- カーボランケージB-H結合の直接的機能化は,合成の課題である.
研究 の 目的:
- オカルバニルアルデヒドの直接アリレーションのための新しい方法を開発する.
- カーボランケージB-H結合の選択的機能化を実現する.
- カルボラニルアルデヒドの合成用途を拡大する
主な方法:
- パラジウム触媒によるO-カルボラニルアルデヒドの直接アリレーション
- グリシンを用いた指揮群の局所生成
- ケージB-Hボンドの機能化は,B (4,5) またはB (4) の位置にある.
主要な成果:
- B (4,5) -ダイアリル化およびB (4) -モノアリル化O-カルボラニルアルデヒドの合成に成功した.
- アリレーション過程で達成された高い選択性.
- 幅広い機能群の許容性
- アルデヒド群は除去またはメタノールに変換することができます.
結論:
- オカルボラニルアルデヒドの直接アリレーションのための新しいPd触媒法が確立されている.
- グリシン由来誘導群の使用は,選択的なB-H機能化を容易にする.
- このアプローチは,オルガノボロン化学におけるカルボラニルアルデヒドの合成の汎用性を高める.
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