Palladium-Catalyzed Construction of Phthalides Bearing Two Adjacent Stereocenters through Retro-oxa-Michael Addition  

作　　者：Li-Xia Liu Tong Niu Yu-Qing Bai Yong-Gui Zhou 

机构地区：[1]State Key Laboratory of Catalysis,Dalian Institute of Chemical Physics,Chinese Academy of Sciences,Dalian,Liaoning 116023,China [2]University of Chinese Academyof Sciences,Beijing 100049,China [3]State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai200032,China

出　　处：《Chinese Journal of Chemistry》2024年第23期3006-3012,共7页中国化学(英文版)

基　　金：Financial support from National Key R&D Program of China(2023YFA1507500);National Natural Science Foundation of China(92356302,22171260);Dalian Institute of Chemical Physics(DICP 1202241)is acknowledged.

摘　　要：Optically active phthalides are prevalent in many natural and bioactive products.Herein,a novel dynamic kinetic resolution of isobenzofuranone derivatives through palladium-catalyzed asymmetric allylic alkylation has been developed to synthesize phthalide derivatives bearing vicinal quaternary and tertiary stereocenters with high yields,showing excellent chemo-,enantio-and diastereoselectivity.Furthermore,gram-scale experiment underwent smoothly and the transformation of product could build a bridged bicyclic skeleton.

关 键 词：Retro-oxa-Michael addition Dynamic kinetic resolution Palladium catalysis Asymmetric allylic alkylation CHEMOSELECTIVITY Stereochemistry Lactones 

分 类 号：O62[理学—有机化学]