アルケニルアルコールのニッケル触媒化1,2-炭酸アミネーション
Taeho Kang1, Nana Kim1, Peter T Cheng2
1Department of Chemistry, Scripps Research, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Journal of the American Chemical Society
|August 20, 2021
まとめ
新しいニッケル触媒反応は,容易に入手可能な出発材料を使用してアルケンのアルコール誘導カルボアミネーションを可能にします. この効率的な方法は,合成の可能性を広げ,高い選択性を持つ貴重な1,2炭酸アルミニウム製品を提供します.
科学分野:
- 有機化学
- カタリシス
- 合成方法論
背景:
- C−NとC−C結合形成の効率的な方法の開発は,有機合成において極めて重要です.
- Umpolungの戦略は 債権構築のユニークな経路を提供します
- ニッケル触媒は多様な有機変異のための多用途のプラットフォームを提供します.
研究 の 目的:
- ニッケル触媒による 三要素のアンポルングカルボアミネーション反応を報告する
- 活性化されていないアルケンから1,2炭酸アミンの合成を可能にします.
- カーボアミネーションの過程で高い地域とダイアステレオ選択性を達成する.
主な方法:
- アルコール誘導,ニッケル誘導の3つの構成要素のアンポルングカルボアミネーションを使用します.
- アリル/アルケニルボロンエステルと特製の電離性アミナ剤を使用する.
- 機械的実験とX線結晶学による反応メカニズムの調査.
主要な成果:
- 広範囲の基板を持つ活性化されていないアルケンのカルボアミネーションに成功した.
- 1,2-カルボアミネート製品の形成において達成された高い地域とシンディアステレオ選択性.
- β-ヒドリドの除去とトランスエステル化のような競合する副作用の抑制.
結論:
- 開発された方法は,複雑な1,2-カルボアミネート分子への効率的な経路を提供します.
- アルコール誘導のシン挿入メカニズムは実験的な証拠によって裏付けられています.
- この変換は天然製品や他の複雑な有機構造を合成するための貴重なツールを提供します.
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