パラジウム触媒によるビサレンの高選択性炭酸循環化による7つ組の環化
Can Zhu1, Bin Yang1, Binh Khanh Mai1
1Department of Organic Chemistry, Arrhenius Laboratory , Stockholm University , SE-106 91 Stockholm , Sweden.
Journal of the American Chemical Society
|October 4, 2018
まとめ
新しいパラジウム触媒反応は,ビサレンから効率的に7つ組のリングを生成します. この方法は,基板の範囲を広く提供し,複雑なアルコール合成のための1ポットカスケードを可能にします.
科学分野:
- 有機化学
- キャタリシス
- 合成方法論
背景:
- パラジウム触媒反応はC−C結合形成に不可欠である.
- 中型環の効率的な合成は,有機化学における課題です.
研究 の 目的:
- ビサレンの新しいパラジウム触媒式水酸化カルボサイクリングを確立する.
- 高精度で7つ組のリングを構成する方法を開発する.
主な方法:
- パラジウム触媒によるビサレンの水酸化カルボサイクリング.
- アルデヒドでアルリボロン中間物質を捕まえる"ポットカスケード反応"
- 密度関数理論 (DFT) の計算を機械的調査のために行う.
主要な成果:
- 優れた化学的および地域選択性を持つ7つの環の高度な選択的形成.
- 様々なリンク剤 (N,O,malononitrile,malonate) で示された幅広い基板範囲.
- ダイアステロエーマー的に純粋なアルコールと四次炭素センターを生成する成功した"ポットカスケード反応.
結論:
- 開発された方法は,7つのメンバーのカーボサイクルの効率的な経路を提供します.
- 反応は協調した水パラデーション経路を経由する.
- トープ・インゴールド効果は反応速度を大幅に加速する.
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