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銅によって触媒化された直接非対称ヴィニロログスおよびビスビニログスマンニッヒ型反応 (I) コンプレックス

Hai-Jun Zhang¹, Chang-Yun Shi¹, Feng Zhong¹

¹CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.

Journal of the American Chemical Society

|February 1, 2017

まとめ

新しい触媒的非対称マニッヒ型反応は,大量のN-アシルピラゾールとビスホスフィンのリガンドを使用して高い選択性を達成します. この方法は,複合分子合成のための幅広い合成有用性を示し,ビスビニロゲスの反応に拡張します.

科学分野:

有機化学
非対称な触媒

背景:

マニッヒ型反応は,炭素と炭素の結合を形成する基本的な反応である.
キラル分子を効率的に合成するには,触媒の非対称な変種を開発することが重要です.

研究の目的:

マニッヒ型の直接触媒非対称性反応を明らかにする.
地域性,ダイアステレオ選択性,エナチオ選択性の制御を確立する.
ビスビニロゲスの反応への拡張を調査し,合成の有用性を実証する.

主な方法:

N-アシルピラゾールとビスホスフィンのリガンドを組み合わせた触媒システムを使用した.
ビスビニロゲスのマンニッヒ型反応を達成するために,体系的にリガンドを変化させた.
ビニール製品に様々な変形を行いました.

主要な成果:

ヴィニログのマニッヒ型反応では,優れた地域選択性,二重選択性,およびエナチオ選択性で良好な収量を達成した.
触媒系をリガンドを改変してビスビニロゲス型マニッヒ反応に成功しました
後の化学的変換により,生成されたヴィニロゴス製品の合成適用性を実証した.

結論:

非常に選択的な直接的触媒非対称的なマニッヒ型反応が開発された.
リガンドの設計は,選択性を制御し,ビスビニロゲスの反応を可能にするために重要です.
この方法論は,有機合成のための価値あるキラルビルディングブロックを提供します.

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