Regio- and (E)-Stereoselective Triborylation of Propargylic Carbonates

被引:16
作者
Yang, Zheng [1 ,2 ]
Cao, Tao [1 ]
Han, Yulin [1 ,2 ]
Lin, Weilong [1 ]
Liu, Qi [1 ,2 ]
Tang, Yang [1 ,2 ]
Zhai, Yizhan [1 ,2 ]
Jia, Minqiang [3 ]
Zhang, Wanli [3 ]
Zhu, Tonghao [3 ]
Ma, Shengming [1 ,2 ,3 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 Lingling Lu, Shanghai 200032, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[3] Fudan Univ, Dept Chem, 220 Handan Lu, Shanghai 200433, Peoples R China
基金
中国国家自然科学基金;
关键词
palladium; copper; propargylic carbonate; triborylation; PALLADIUM-CATALYZED REACTIONS; CROSS-COUPLING REACTIONS; ALKYNES; DIBORATION; BORYLATION; DERIVATIVES; REAGENTS;
D O I
10.1002/cjoc.201700416
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient synthesis of (E)-alken-1,2,3-triboronates form readily available propargylic carbonates is described. The reaction enjoys excellent regio- and E-selectivity and many synthetically useful functional groups can be tolerated. Based on mechanistic studies, a two-step mechanism via 1,2-allenyl boronate intermediate is proposed.
引用
收藏
页码:1251 / 1262
页数:12
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