摘要
报道了在手性磷酸作用下6-吲哚甲醇原位生成6-亚甲基-6H-吲哚,继而与异噁唑-5(4H)-酮发生不对称1,8-共轭加成反应.该反应实现了异噁唑-5(4H)-酮的对映选择性N-烷基化,以70%~83%的产率和61%~96%的对映选择性得到共轭加成产物.
A chiral phosphoric acid catalyzed aza-1,8-conjugate addition of isoxazol-5(4H)-ones to 6-methylene-6H-indoles formed in situ from 6-indolylmethanols has been developed for the first time.Notably,the remote stereocontrolled 1,8-addition of isoxazol-5(4H)-ones was featured by N-selectivity,affording aza-adducts in 70%~83%yields with 61%~96%ee.
作者
王兴
宋倩倩
陈续玲
李鹏飞
齐昀坤
李文军
Wang Xing;Song Qianqian;Chen Xuling;Li Pengfei;Qi Yunkun;Li Wenjun(School of Pharmacy,Qingdao University,Qingdao,Shandong 266073;Shenzhen Grubbs Institute and Department of Chemistry,Guangdong Provincial Key Laboratory of Catalysis,College of Science,South University of Science and Technology of China,Shenzhen,Guangzhou 518055)
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2022年第6期1722-1734,共13页
Chinese Journal of Organic Chemistry
基金
山东省自然科学基金(No.ZR^(2)021MB026)
山东省泰山学者(No.tsqn201812047)
深圳市科委创新(No.20200925151614002)
广东省催化化学重点实验室(No.2020B121201002)资助项目。
