Highly Stereoselective Palladium-Catalyzed [3+2] Cycloaddition of Vinyl Epoxides and N-Benzothiazolimines

被引：12
|
作者：
Song, Xiaoxiao [1 ]
Gu, Mengjie [1 ]
Chen, Xiaoyun [2 ]
Xu, Lei [1 ]
Ni, Qijian [1 ]
机构：
[1] Anhui Normal Univ, Key Lab Functionalized Mol Solids, Minist Educ,Coll Chem & Mat Sci, Anhui Key Lab Mol Based Mat,State Key Lab Cultiva, Wuhu 241002, Peoples R China
[2] Jiangsu Univ Sci & Technol, Sch Environm & Chem Engn, Zhenjiang 212003, Jiangsu, Peoples R China
来源：
ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 8卷 / 12期
基金：
中国国家自然科学基金;
关键词：
palladium; asymmetric catalysis; cycloaddition; vinyl epoxide; oxazolidine; ENANTIOSELECTIVE CONSTRUCTION; VINYLCYCLOPROPANES; 1,3-OXAZOLIDINES; VINYLOXIRANES; OXIRANES; ROUTE; 3-NITROINDOLES; DERIVATIVES; IMINES; LMINES;
D O I：
10.1002/ajoc.201900636
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An asymmetric [3+2] cycloaddition of racemic vinyl epoxides with N-benzothiazolimines has been presented under Pd-catalysis. This transformation provides rapid access to highly functionalized oxazolidine scaffolds in generally good yields along with high stereoselectivities (up to 99% ee, 8.5 : 1 d.r.) under mild conditions. The use of chiral BINAP ligand enabled this asymmetric transformation with a broad substrate tolerance.
引用
收藏
页码：2180 / 2183
页数：4
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