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Beilstein J. Org. Chem. 2025, 21, 1897–1908, doi:10.3762/bjoc.21.147
Graphical Abstract
Scheme 1: Synthesis of vicinal diamines via imino-pinacol coupling in the presence of metal-based reductants.
Scheme 2: Light-promoted imino-pinacol coupling for the synthesis of vicinal diamines.
Scheme 3: Historical perspective on electrochemical imino-coupling protocols.
Scheme 4: Stereoselective electroreductive intramolecular imino-pinacol reaction.
Scheme 5: Scope of the imino-pinacol coupling reaction. Reaction conditions: GC electrodes, NEt4BF4 (2.6 equi...
Figure 1: X-ray determined structure of chiral piperazine 2b.
Scheme 6: Continuous flow synthesis of piperazine 2a. The yield was determined by 1H NMR spectroscopy using 1...
Scheme 7: Proposed reaction mechanism.
Scheme 8: Cyclic voltammetry investigation. Cyclic voltammetry of a 0.325 M solution of Et4NBF4 in DMF (light...
Beilstein J. Org. Chem. 2013, 9, 633–640, doi:10.3762/bjoc.9.71
Figure 1: Catalysts of types A–D.
Figure 2: Catalysts of types E–H.
Figure 3: Proposed approach in this work.
Scheme 1: Stereoselective reduction of ketones.
Figure 4: Catalysts synthesized and studied in this work.
Figure 5: Calculated transition states for catalyst 6.