研究目的
Investigating the enantioselective and branch-regioselective α-allylation of N-methyl anilines under dual palladium/photoredox catalysis.
研究成果
The study successfully demonstrated an enantioselective and branch-regioselective α-allylation of N-methyl anilines under dual palladium/photoredox catalysis, offering a high atom economy and broad functional group tolerance. The protocol provides a range of chiral homoallylic amines in moderate to good yields with excellent regio- and enantioselectivities.
研究不足
The reaction is limited to N-methyl anilines and allylic acetates, with aliphatic allylic acetates not undergoing the allylic alkylation.
1:Experimental Design and Method Selection:
The reaction involves the use of N-methyl anilines as formal “hard” alkyl nucleophiles without pre-activation under dual palladium/photoredox catalysis.
2:Sample Selection and Data Sources:
Readily available N-methyl anilines and allylic acetates were used as substrates.
3:List of Experimental Equipment and Materials:
The reaction was performed using Pd2(dba)3, chiral ligands (e.g., (R)-MeO-BIPHEP), photocatalyst Ir(ppy)2(dtbbpy)PF6, and bases like Cs2CO3 in CH3CN under blue LEDs irradiation.
4:Experimental Procedures and Operational Workflow:
The reaction mixture was irradiated by blue LEDs for 12 hours under nitrogen atmosphere.
5:Data Analysis Methods:
The yield and regioselectivity were determined by GC, and enantiomeric excess (ee) values were determined by HPLC on a chiral stationary phase.
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