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:
jmay
uh.edu
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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Abstract
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
