Asymmetric Synthesis of Dihydrospirotryprostatin B via a Silica Gel-Mediated Cyclization of Tryptamine-Ynamide  

作　　者：Changhong Han Lu Yang Kaizong Yao Sen Zhang Jiayue Fu Hanyang Sun Hongsheng Xu Bin Lin Maosheng Cheng Yongxiang Liu 

机构地区：[1]Key Laboratory of Structure:Based Drug Design and Discovery of Ministry of Education,Shenyang Pharmaceutical University,Shenyang,Liaoning 110016,China [2]Wuya College of Innovation,Shenyang Pharmaceutical University,Shenyang,Liaoning 110016,China [3]Institute of Drug Research in Medicine Capital of China,Benxi,Liaoning 117000,China [4]Zhejiang Shapuaisi Pharmaceutical Co.,Ltd,Pinghu,Zhejiang 314299,China

出　　处：《Chinese Journal of Chemistry》2024年第12期1355-1359,共5页中国化学（英文版）

基　　金：the National Natural Science Foundation of China(22277082);Liaoning Province Education Administration of China(LJKQz2022236);Liaoning Provincial Foundation of Natural Science(2022-MS-245);China Postdoctoral Science Foundation(2022MD723807)for financial support.

摘　　要：Comprehensive Summary An asymmetric synthesis of dihydrospirotryprostatin B was achieved in 15 steps(8 purifications)from L-tryptophan.The main feature of our synthetic strategy is the efficient construction of spirocyclic oxindole intermediate containing a chiral quaternary carbon center,involving the silica gel-mediated cyclization of tryptamine-ynamide and oxidation under neat conditions.

关 键 词：Asymmetric synthesis ALKALOIDS Dihydrospirotryprostatin B Tryptamine-ynamide CROSS-COUPLING Silica gel-mediated cyclization Oxidation 

分 类 号：O62[理学—有机化学]