動力學分割之富馬酸酰胺酯和硝基苯乙烯衍生物製備多取代吡咯烷酮衍生物

Abstract

本題目為利用掌性催化劑，進行連鎖不對稱有機催化反應，藉由活化能之差異，進行動力學分割反應，分離外銷旋化合物，並獲得高光學純度的分子。在此反應中，以20 mmol%掌性催化劑進行共價催化，進行aza-Michael/Michael加成反應，伴隨外消旋硝基丙烯胺的動力學分割，以鄰位-二甲苯( o-xylene )為溶劑條件，溫度控制於0 oC，進行催化反應，合成五取代吡咯烷酮衍生物之產物，可得到不錯的產率，鏡像超越值可高達93% ee，並且回收掌性硝基丙烯胺分子，光學純度可高達92% ee。Asymmetric organocatalytic domino reaction by using chiral catalyst in this study. Kinetic resolution might obtain enantioriched targeted product and separated optical unreactive recovery simultaneously through different activation. In this reaction, Carring out aza-Michael/Michael addition reaction by using 20 mmol% chiral catalyst for covalent catalysis with racemic nitro allylic amine of kinetic resolution in the o-xylene at 0 oC,which proceeds organocatalytic reaction to get pentasubstituted pyrrolidineone product with good yields and excellent stereoselectivities( up to 93% ee ), regarding the recovered nitro allylic amines,we can obtain good enantiomeric excess .( up to 92% ee )