不活性アルケンの触媒的,地域選択的炭化水素機能化
Kin S Yang1, John A Gurak1, Zhen Liu1
1Department of Chemistry, The Scripps Research Institute , 10550 N. Torrey Pines Rd., La Jolla, California 92037, United States.
Journal of the American Chemical Society
|October 7, 2016
まとめ
この研究は,アルケーンと炭素-水素結合を用いて炭素-炭素結合を形成する新しいパラジウム触媒反応を導入した. この方法は,マイケルのタイプの反応性を活性化されていないアルケーンに拡張し,薬物の発見と合成を助けます.
科学分野:
- 有機化学
- キャタリシス
- 合成方法論
背景:
- 炭素-炭素結合の形成は有機合成に不可欠です
- 既存の方法では 機能化された初期材料が必要になります
- アルケーンやC−H結合などの容易に入手可能な原料にC−C結合の形成を拡大することは非常に望ましい.
研究 の 目的:
- 炭素-炭素結合の構築のための新しい触媒変換を開発する.
- 活性化されていない炭素-水素結合を持つアルケンの結合を可能にする.
- マイケル型添加物の範囲をα,β不飽和カルボニル化合物を超えて拡大する.
主な方法:
- パラジアム (II) 触媒を用いた.
- 地域選択性を制御するために,移転可能な指揮グループを使用した.
- ステキオメトリクスを用いて反応メカニズムを調査した.
主要な成果:
- アルケーンと様々なC-H核性 (1,3-二炭素基,アリル炭素基,電子に富んだアロマティック) の間の炭素-炭素結合を成功裏に形成した.
- 活性化されていないアルケーンに対して マイケル型反応性を示した.
- 薬の多様化と天然製品の合成の応用例を紹介しました
結論:
- 開発されたパラジウム触媒反応は,C−C結合形成の多用途な方法を提供する.
- 指導グループを使用することで,高い地域選択性が確保されます.
- この変換は,有機合成におけるアルケーンとC−H結合の有用性を大幅に拡大する.
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