アシンメトリック・アジド・アルキン・サイクロアディションとIr (I) /スクワラミド協同触媒:軸性キラル・アリルトリアゾールのアトロセレクティブ合成
Xue Zhang1, Shunian Li1, Wenjing Yu1
1Key Lab for Colloid and Interface Chemistry of Education Ministry, Department of Chemistry, Shandong University, No. 27 South Shanda Road, Jinan 250100, China.
Journal of the American Chemical Society
|April 4, 2022
まとめ
イリジウム ((I) とスクワラミドを用いた新しい協同触媒系は,軸性キラルアリルトリアゾールの最初のアトロセレクティブ合成を可能にします. この方法は,高収量とエナチオ選択性を持つユニークなアリルトリアゾール構造にアクセスできます.
科学分野:
- 有機化学
- キャタリシス
- 非対称合成
背景:
- 軸性アリルトリアゾールは重要な構造モチーフです.
- クリック反応のような伝統的な方法は,多様なアリルトリアゾール骨格へのアクセスに制限があります.
- 新しい触媒戦略の開発は,効率的な合成に不可欠です.
研究 の 目的:
- 軸性キラルアリルトリアゾールのアトロポセレクティブ合成のための新しい協力的触媒戦略を開発する.
- この変換のためのイリジウム (I) /スクワラミドシステムの使用を検討する.
- 多様で構造的に新しいアリルトリアゾール骨格を合成する.
主な方法:
- イリジウムとスクワラミドの共同触媒システムを使用した.
- キニジンおよびキニン由来の天然のスクワラミドをキラル補助剤として使用した.
- 調整活性化と自己消火の可能性を含む反応メカニズムを調査した.
主要な成果:
- 軸性キラルアリルトリアゾールの最初のアトロポセレクティブ合成を達成した.
- 多種多様な新型アリルトリアゾール骨格を合成し,良好な収穫量と優れたエナチオ選択性を示した.
- 両方のエナンチオマーが容易に得られることが示された.
- 自滅することなく,有意なIr (I) /スクワラミド調整活性化が観察されました.
結論:
- 開発されたIr ((I) /スクワラミド共同触媒は,アトロポセレクティブアリルトリアゾール合成のための強力な戦略です.
- この方法は伝統的なクリック反応の限界を克服し,ユニークな構造にアクセスできます.
- このシステムは効率的な協同活性化を示し,両方のエナンチオマーを得るために多用途です.
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