Catalyst-controlled diastereoselective ring-opening formal [3+2]-cycloadditions of arylvinyl oxirane 2,2-diesters with cyclic N-sulfonyl imines  

作　　者：Jun-An Xiao Xiu-Liang Cheng Hai Peng Jin-Lian Li Zhen-Zhen Xie Wen-Qiang Chen Zhi-Ping Liu Qi Xiao Wei Su Hua Yang 

机构地区：[1]Guangxi Key Laboratory of Natural Polymer Chemistry and Physics,Nanning Normal University,Nanning 530001,China [2]College of Chemistry and Chemical Engineering,Central South University,Changsha 410083,China

出　　处：《Science China Chemistry》2020年第6期785-791,共7页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China(21861008,21761006);Guangxi Natural Science Foundation(2018GXNSFBA138037);Department of Science and Technology of Guangxi(AD19245049);“BAGUI Scholar”Program of Guangxi Province of China。

摘　　要：A diastereoselectivity-controllable formal[3+2]-cycloaddition of arylvinyl oxirane 2,2-diesters with cyclic N-sulfonyl imines is developed,affording the corresponding tricyclic oxazolidine derivatives in moderate to excellent yields with excellent diastereoselectivities in the presence of palladium(0)or scandium(III)triflate.This protocol allows selective synthesis of diastereomers of tricyclic oxazolidine derivatives under switchable and mild conditions.Further transformations of the obtained products were conducted by removing ester groups and arylvinyl moieties.

关 键 词：[3+2]-cycloaddition cyclic N-sulfonyl imine donor-acceptor oxirane RING-OPENING 

分 类 号：O621.251[理学—有机化学]