Stereoselective synthesis of all-cis boryl tetrahydroquinolines via copper-catalyzed regioselective addition/cyclization of o-aldiminyl cinnamate with B2Pin2
Stereoselective synthesis of all-cis boryl tetrahydroquinolines via copper-catalyzed regioselective addition/cyclization of o-aldiminyl cinnamate with B2Pin2
复制标题
通过铜催化邻醛亚氨基肉桂酸酯与 B(2)Pin(2) 的区域选择性加成/环化立体选择性合成全顺式硼基四氢喹啉
DOI：
10.1039/c8ob03195a
复制
发表时间：
2019-02-14
影响因子：
3.2
通讯作者：
Xu, Hua-Dong
中科院分区：
文献类型：
--
作者：
Bi, Ya-Ping;Wang, He-Min;Xu, Hua-Dong
A copper catalyzed intramolecular 1,2-carboboration of o-aldiminyl cinnamate has been realized in both regio-and stereoselective fashions. This reaction provides a convenient entry to highly valuable and otherwise challenging cis-2,3,4-trisubstituted tetrahydroquinolines carrying a 4-boryl group. An unusual non-Michael addition intermediate or alternatively, a cyclic enolate is proposed to account for the intriguing all-cis configuration in the final products.
