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Beilstein J. Org. Chem. 2026, 22, 1013–1022, doi:10.3762/bjoc.22.80
Graphical Abstract
Figure 1: Examples of bioactive homoadamantanes.
Figure 2: Examples of cage vicinal diamines.
Scheme 1: Synthetic route to homoadamantane oximes 3–5.
Scheme 2: Reduction of azidoxime 4.
Scheme 3: Synthesis of N-substituted aziridines 10–12.
Scheme 4: Aziridine 11 ring-opening reaction with NaN3.
Scheme 5: Aziridine 12 ring-opening and reduction.
Scheme 6: Resolution of racemic diamine 8a′.
Figure 3: The results of C4–C5–N–H dihedrals scan for staggered conformations with C5–C4–N–H dihedrals 50.66,...
Scheme 7: Synthesis of ligands 18 and 19′.
Scheme 8: Enantiodivergent Henry reaction when using ligands 8a′ and 18.
Scheme 9: Catalysis of the Michael reaction using the complex (4R,5R)-19′−NiBr2.