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

页码：2180 / 2183

页数：4

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