エノールアセテート:エナチオセレクティブの分子間トジアライレーションのための多用途の基質
Ji Liu1, Sourabh Mishra1, Aaron Aponick1
1Florida Center for Heterocyclic Compounds and Department of Chemistry , University of Florida , Gainesville , Florida 32611 , United States.
Journal of the American Chemical Society
|November 6, 2018
まとめ
新しいエナチオセレクティブのツジアリレーション法では,プロキラルエノールアセテートを用いてアルファ四極性ステレオセンターを作成する. この多用途な反応は合成を簡素化し,高いエナティオメア過剰で迅速なアナログ生成を可能にします.
科学分野:
- 有機化学
- 非対称合成
- キャタリシス
背景:
- ツジ結合は有機合成における基本的な反応である.
- エナチオセレクティブの変種は,キラル分子を作るのに不可欠です.
- 以前のエナチオセレクティブのツジアライレーション方法は,基板の範囲に制限がありました.
研究 の 目的:
- 汎用性のあるエナチオセレクティブの分子間トジアライレーションを開発する.
- プロキラルエノールアセテートを用いてアルファ四次性ステレオセンターの合成を可能にします.
- 迅速なアナログ合成のためのコンバージェント戦略を提供すること.
主な方法:
- プロキラルエノールアセテートを基板として使用した.
- 素早く利用できるPHOXリガンドのクラスで,触媒作用に用いられる.
- アリルアルコキシドからアリル分子を組み込む方法を開発した.
主要な成果:
- 高度にエナチオセレクティブのツジアライレーション (最大96% ee) を達成した.
- 30以上の例でその方法の汎用性を示した.
- ハミゲランBと新しい同類物の迅速な形式合成を展示した.
結論:
- この方法論は,エナチオセレクティブのツジアライレーションの範囲を拡大する.
- 複雑なキラル分子を合成するための 強力でコンバージェントなアプローチを提供します
- 反応は操作的には単純で,多様な機能群を許容する.
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