Pd(II) 触媒によるディフェニル酸エセチンのエナチオセレクティブC-Hオレフィネーション
Bing-Feng Shi1, Yang-Hui Zhang, Jonathan K Lam
1Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
Journal of the American Chemical Society
|December 19, 2009
まとめ
チラルのアミノ酸リガンドは,ディフェニル酸のパラジウム触媒化されたエナチオセレクティブC-Hオレフィネーションを可能にします. この反応は,予測可能な絶対的構成を持つ特定のオレフィネート製品を生成し,提案されたC-H挿入中間物質によって確認されます.
科学分野:
- 有機化学 オーガニック・ケミストリー
- カタリシス カタリシス カタリシス
- アシンメトリック・シンセシス
背景:
- パラジウム (II) 触媒反応は,有機合成において極めて重要です.
- エナチオセレクティブC-H機能化は,効率的な合成経路を提供します.
- ディフェニル酸エセティック酸派生物は,価値ある合成中間物質である.
研究 の 目的:
- ディフェニル酸亜鉛基板のためのエナンチオセレクティブC-Hオレフィネーション方法を開発する.
- モノプロテクトされたキラルアミノ酸リガンドをパラジウム触媒で利用する.
- ステレオ化学的結果と反応機構を明らかにする.
主な方法:
- パラジウム (II) 触媒を使用しています.
- モノプロテクテッドのキラルアミノ酸リガンドを使用しています.
- ディフェニル酸エセティック酸基板にC-Hオレフィネーションを行う.
主要な成果:
- ディフェニル酸塩基のエナチオセレクティブC-Hオレフィネーションが成功しました.
- 反応は高いステレオ選択性で進行した.
- 提案されたC-H挿入中間物質と相関する製品の絶対的構成.
結論:
- モノプロテクトされたキラルアミノ酸リガンドは,Pd (((II)) -触媒化されたエナチオセレクティブC-Hオレフィネーションに有効です.
- この研究は,キラルオレフィネート化合物を合成するための新しい方法を提供します.
- この発見は,C-H挿入を含む提案されたメカニズムを支持する.
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