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Asymmetric synthesis of CF2-functionalized aziridines by combined strong Brønsted acid catalysis.

Xing-Fa TanFa-Guang ZhangJun-An Ma
Published in: Beilstein journal of organic chemistry (2020)
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.
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