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- Title
Enantioselective Dearomative [3+2] Cycloaddition Reactions of Benzothiazoles.
- Authors
Wang, Dong-Chao; Xie, Ming-Sheng; Guo, Hai-Ming; Qu, Gui-Rong; Zhang, Meng-Cheng; You, Shu-Li
- Abstract
A highly enantioselective dearomative [3+2] cycloaddition of benzothiazole has been successfully developed. A wide range of benzothiazoles and cyclopropane-1,1-dicarboxylates are suitable substrates for this reaction. The desired hydropyrrolo[2,1-b]thiazole compounds were obtained in excellent enantioselectivity and yields (up to 97 % ee and 97 % yield). With the same catalytic system, a highly efficient kinetic resolution of 2-substituted cyclopropane-1,1-dicarboxylates was also realized.
- Subjects
BENZOTHIAZOLE; ENANTIOSELECTIVE catalysis; RING formation (Chemistry); CYCLOPROPANE synthesis; THIAZOLES
- Publication
Angewandte Chemie International Edition, 2016, Vol 55, Issue 45, p14111
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201607852