Asymmetric Synthesis of Tetrahydroquinolines via 1,5-Hydride Transfer/Cyclization Catalyzed by Chiral Primary Amine Catalysts
Asymmetric Synthesis of Tetrahydroquinolines via 1,5-Hydride Transfer/Cyclization Catalyzed by Chiral Primary Amine Catalysts
复制标题
DOI：
10.1002/adsc.201300398
复制
发表时间：
2013-11-11
影响因子：
5.4
通讯作者：
Kim, Dae Young
中科院分区：
文献类型：
--
作者：
Kang, Young Ku;Kim, Dae Young
已经实现了手性伯胺催化的不对称CH功能化。在此过程中，手性9-氨基（9-脱氧）-epi-奎宁激活4-[邻基（二氨基）苯基]-3-烯-2- 1的-位对映Csp(3)H官能化，得到具有高对映选择性（高达97% ee）的四氢奎宁衍生物。
Chiral primary amine-catalyzed asymmetric CH functionalization has been achieved. In this process, enantiotopic Csp(3)H functionalization at the -position to the nitrogen atom of 4-[ortho-(dialkylamino)phenyl]but-3-en-2-one is activated by chiral 9-amino(9-deoxy)-epi-quinine to afford tetrahydroquinine derivatives with high enantioselectivities (up to 97% ee).