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Asymmetric synthesis of CF 2-functionalized aziridines by combined strong Brønsted acid catalysis

Xing-Fa Tan, Fa-Guang Zhang, Jun-An Ma

Beilstein J Org Chem. 2020 Apr 7;16:638-644.

PMID: 32318120

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
LS793891 2-carboxyphenylboronic acid 2-carboxyphenylboronic acid Price
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