Photoexcited Palladium-Catalyzed Synthesis of Chiral Allenes from Alkynes via Isomerization and Deracemization Sequence

被引:3
作者
Song, Changhua [1 ]
Yu, Shouyun [1 ]
机构
[1] Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Analyt Chem Life Sci,Jiangsu Key Lab, Nanjing 210023, Peoples R China
来源
ACS CATALYSIS | 2024年 / 14卷 / 21期
基金
中国国家自然科学基金;
关键词
alkynes; allenes; deracemization; isomerization; palladium; CYCLIZATION REACTIONS;
D O I
10.1021/acscatal.4c04956
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A photoexcited palladium-catalyzed synthesis of chiral allenes from alkynes via a sequence of isomerization and deracemization is disclosed. This method offers an efficient and cost-effective approach to produce a wide range of chiral allenes with good enantioselectivities and yields (up to 98% yield and 99% ee). The use of readily available and stable alkynes as starting materials simplifies experimental procedures and broadens the scope of the chiral allene synthesis. DBU plays a crucial dual role in this reaction to effectively facilitate the isomerization of alkynes to allenes and enhance the palladium-catalyzed deracemization under visible light excitation, both of which are vital for the success of the process.
引用
收藏
页码:15997 / 16002
页数:6
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