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. 2008 May 16;73(10):3885-91.
doi: 10.1021/jo800383e. Epub 2008 Apr 16.

Functionalization of organotrifluoroborates: reductive amination

Gary A Molander  1 , David J Cooper
Affiliations

Functionalization of organotrifluoroborates: reductive amination

Gary A Molander et al. J Org Chem. .

Abstract

Herein we report the conversion of aldehyde-containing potassium and tetrabutylammonium organotrifluoroborates to the corresponding amines through reductive amination protocols. Potassium formate facilitated by catalytic palladium acetate, sodium triacetoxyborohydride, and pyridine borane have all served as effective hydride donors, reducing the initially formed imines or iminium ions to provide the corresponding amines.

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Figures

Scheme 1
Scheme 1
Scheme 2
Scheme 2
See this image and copyright information in PMC

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