Pd-Catalyzed Enantioselective Heck Reaction of Aryl Triflates and Alkynes

被引:76
作者
Zhu, Chenghao [1 ]
Chu, Haoke [2 ]
Li, Gen [2 ]
Ma, Shengming [2 ]
Zhang, Junliang [1 ,2 ]
机构
[1] East China Normal Univ, Dept Chem, Shanghai Key Lab Green Chem & Chem Proc, 3663 North Zhongshan Rd, Shanghai 200062, Peoples R China
[2] Fudan Univ, Dept Chem, Shanghai 200438, Peoples R China
关键词
BETA-HYDRIDE ELIMINATION; ASYMMETRIC-SYNTHESIS; KINETIC RESOLUTION; CHIRALITY TRANSFER; TETRASUBSTITUTED ALLENES; PROPARGYLIC PHOSPHATES; ESTERS; CYCLIZATION; ALLYLATION; ALLENOATES;
D O I
10.1021/jacs.9b10883
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first palladium-catalyzed asymmetric Heck reaction between aryl triflates and alkynes to give trisubstituted allenes with high er under mild reaction conditions is described. The key to the success is the discovery and fine-tuning of the different N-substituents of Xu-Phos, which ensure the enantioselectivity and reactivity. Synthetic transformation of the chiral allenes with high chirality transfer was also demonstrated.
引用
收藏
页码:19246 / 19251
页数:6
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