Asymmetric Synthesis of CF2-Aziridines Enabled by Combined Strong Brønsted Acid Catalysis

  1. Xing-Fa Tan,
  2. Fa-Guang ZhangORCID Logo and
  3. Jun-An Ma

Submitting author affiliation: Tianjin University, Tianjin, China

Beilstein Arch. 2020, 202020. doi:10.3762/bxiv.2020.20.v1

Published 17 Feb 2020

  • Preprint

Abstract

A diastereo- and enantioselective approach to access chiral CF2-functionalized aziridines from phenylsulfone difluorodiazoethane (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 obtained CF2-aziridines could be further improved by a practical dissolution-filtration procedure.

Keywords: difluoromethyl compounds; aziridines; fluorinated diazo reagents; chiral disulfonimides; strong Brønsted acids

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When a peer-reviewed version of this preprint is available in the Beilstein Journals, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Tan, X.-F.; Zhang, F.-G.; Ma, J.-A. Beilstein Arch. 2020, 202020. doi:10.3762/bxiv.2020.20.v1

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