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Beilstein J. Org. Chem. 2022, 18, 77–85, doi:10.3762/bjoc.18.7
Graphical Abstract
Figure 1: Examples of natural products containing β-amino acids.
Scheme 1: Synthesis of cyclic β-amino acid 6.
Scheme 2: Epoxidation of Boc-protected amino ester 4 and hydrolysis of epoxide 7 with HCl(g)–MeOH.
Scheme 3: Reaction of epoxide 7 with NaHSO4 in methylene chloride/MeOH.
Figure 2: The X-ray crystal structure of 10.
Scheme 4: Synthesis of cyclic β-amino acid derivative 8.
Scheme 5: Suggested mechanism for the reaction of epoxide 7 with NaHSO4.
Figure 3: Solvent-corrected relative free energy profile at 298.15 K for the reaction mechanism of 14 shown i...
Figure 4: Solvent-corrected relative free energy profile at 298.15 K for the reaction mechanism of 17 shown i...
Figure 5: The optimized geometries of the conformers 7a and 7b with selected interatomic distances at the B3L...
Beilstein J. Org. Chem. 2019, 15, 931–936, doi:10.3762/bjoc.15.89
Scheme 1: The reaction of CSI with olefins.
Figure 1: The dipolar intermediate formed in the reaction of CSI with olefins.
Scheme 2: The synthesis of imide 9.
Scheme 3: The synthesis of ylidene sulfamoyl chloride 10.
Figure 2: (a) Molecular structure of racemic molecule 10 (asymmetric unit). Thermal ellipsoids are drawn at t...
Scheme 4: Mechanism for the formation of ylidenesulfamoyl chloride 10.
Figure 3: Relative energy profile of the reaction mechanism shown in Scheme 4.