Facile synthesis of alpha-aminoboronic acids from amines and potassium acyltrifluoroborates (KATs) via trifluoroborate-iminiums (TIMs)
- Journal Article
Rights / licenseCreative Commons Attribution-NonCommercial 3.0 Unported
We report the facile formation of trifluoroborate-iminiums (TIMs) from potassium acyltrifluoroborates (KATs) and the transformation of TIMs to α-aminotrifluoroborates by reduction or Grignard additions. Conditions for the hydrolysis of α-aminotrifluoroborates to α-aminoboronic acids, which are important biologically active compounds, were established. This new methodology allows access to sterically demanding α-aminoboronic acids that are not easily prepared with currently available methods. This work also introduces TIMs, that can be easily prepared and handled, as a new category of functional groups that serve as precursors to valuable organic compounds. Show more
Journal / seriesChemical Science
Pages / Article No.
PublisherRoyal Society of Chemistry
Organisational unit03861 - Bode, Jeffrey W. / Bode, Jeffrey W.
306793 - Catalytic asymmetric synthesis of amines and amides (EC)
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