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Branched Amine Synthesis via Aziridine or Azetidine Opening with Organotrifluoroborates by Cooperative Brønsted/Lewis Acid Catalysis: An Acid-Dependent Divergent Mechanism

Truong N. Nguyen and Jeremy A. May*

*Department of Chemistry, University of Houston, 3585 Cullen Boulevard, Fleming Building Room 112, Houston, Texas 77204-5003, United States, Email:

T. Liu, Y. Li, L. Lai, J. Cheng, J. Sun, J. Wu, Org. Lett., 2018, 20, 3605-3608.

DOI: 10.1021/acs.orglett.8b01394

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Transition-metal-free catalysis enables the opening of aziridines and azetidines using alkenyl, alkynyl, or aryl/heteroaryl trifluoroborate salts to provide β,β- and γ,γ-substituted amines with complete regioselectivity and high diastereoselectivity.

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Key Words

β-functionalized amines, γ-functionalized amines

ID: J54-Y2018