アルケンの有機ヨウ素触媒によるエナチオセレクティブ分子間酸化
Chisato Wata1, Takuya Hashimoto1
1Chiba Iodine Resource Innovation Center and Department of Chemistry, Graduate School of Science, Chiba University, 1-33, Yayoi, Inage, Chiba 263-8522, Japan.
Journal of the American Chemical Society
|January 22, 2021
まとめ
この研究は,オルガノイオード化学を用いたアルケンのエナチオセレクティブオキシアミネーションのための無金属触媒法を導入する. 開発されたプロトコルは,高選択性を持つ様々なアルケーンから有価なアミノアルコールを効率的に生成します.
科学分野:
- 有機化学
- カタリシス
- 非対称合成
背景:
- アルケンのエナチオセレクティブ・オキシアミネーションは,キラル分子の合成に不可欠である.
- 既存の方法はしばしば移行金属に依存するか,広範な適用性がない.
研究 の 目的:
- アルケンのアンチオセレクティブの分子間オキシアミン化のための無金属触媒システムの開発.
- この変換におけるオルガノヨウ素 (I/III) 化学の有用性を調査する.
- アミノアルコールの効率的な合成のための新しい二機能核素を導入する.
主な方法:
- アルケンのオキシアミネーションのためのオルゴニオイド (I/III) 触媒を用いる.
- 新しいN- ((fluorosulfonyl) 炭酸塩を二機能のN,O核愛体として使用する.
- アミノアルコールの合成のための1段階の脱保護戦略の開発.
主要な成果:
- アリルおよびアルキル置換アルケンの無金属,触媒的エナチオ選択的分子間オキシアミネーションを達成した.
- 高いエナチオ選択性と電子制御された地域選択性を示した.
- 自由なアミノアルコールは,エナンチオセレクティビティの損失なしに,容易なデプロテクションのステップで得られます.
結論:
- 有機ヨウ素 (I/III) 化学は,金属のない非対称性オキシアミネーションのための効果的なプラットフォームを提供します.
- 新型N-fluorosulfonyl) 炭酸塩は,キラルアミノアルコールを合成するための多用途反応剤である.
- このプロトコルは 価値あるキラル・ビルディング・ブロックの 実践的で効率的な経路を提供します
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