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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.
Beilstein J. Org. Chem. 2020, 16, 2073–2079, doi:10.3762/bjoc.16.174
Figure 1: Pharmacologically active nonracemic phosphonates with heterocyclic moieties.
Figure 2: Starting nonracemic 4-nitro-2-oxophosphonates.
Scheme 1: Intermolecular N-methylation of reduction product 7.
Scheme 2: Synthesis of pyrrolidinyl phosphonic acids 11a–d.
Figure 3: ORTEP diagram of (2R,3R,4S)-10a.
Scheme 3: Synthesis of tetrahydropyranylphosphonates 13a–f via diastereoselective Henry/acetalyzation reactio...
Figure 4: ORTEP diagram of (2S,3R,4S,5S,6R)-13b.
Scheme 4: Synthesis of (3,4-dihydro-2H-pyran-5-yl)phosphonate 14.
Beilstein J. Org. Chem. 2019, 15, 1289–1297, doi:10.3762/bjoc.15.127
Figure 1: Рharmacologically active sulfones.
Figure 2: Structures of the ligands L1–L8.
Figure 3: Evolution of the conversion of 5 and diastereomeric composition of the products of reaction of 5a w...
Figure 4: Time profile of epimerization and retro-Michael reaction of (2R,3S)-8a in chloroform-d solution.
Figure 5: ORTEP diagram of (2R,3S)-8d.
Scheme 1: The proposed mechanism of asymmetric addition of β-ketosulfones to nitroalkenes.
Scheme 2: Transition state models for asymmetric addition of β-ketosulfones to nitroalkenes.