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8 april 2020 00:00:15

 
Asymmetric synthesis of CF2-functionalized aziridines by combined strong Brønsted acid catalysis (Beilstein Journal of Organic Chemistry)
 


Abstract A diastereo- and enantioselective approach to access chiral CF2-functionalized aziridines from difluorodiazoethyl phenyl sulfone (PhSO2CF2CHN2) and in situ-formed aldimines is described. This multicomponent reaction is enabled by a combined strong Brønsted acid catalytic platform consisting of a chiral disulfonimide and 2-carboxyphenylboronic acid. The optical purity of the obtained CF2-substituted aziridines could be further improved by a practical dissolution–filtration procedure. Beilstein J. Org. Chem. 2020, 16, 638–644. doi:10.3762/bjoc.16.60


 
173 viewsCategory: Chemistry
 
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