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Beilstein J. Org. Chem. 2014, 10, 471–480, doi:10.3762/bjoc.10.45
Graphical Abstract
Figure 1: Natural products containing the β-carboline skeletal.
Scheme 1: Retrosynthetic analysis of 6.
Scheme 2: Plausible mechanism of the oxidative amidation for 9.
Scheme 3: Synthesis of α-ketoamide 9.
Scheme 4: Synthesis of dihydroeudistomin Y analogues.
Scheme 5: Plausible mechanism for the formation of 7.
Scheme 6: Rearrangement of 8a into 7a and coupling interactions of 7a.
Figure 2: COSY and HSQC of 8a and 7a.
Beilstein J. Org. Chem. 2013, 9, 2129–2136, doi:10.3762/bjoc.9.250
Scheme 1: Retro synthetic approach for the construction of N-(2,3-dihydroxypropyl)arylamides.
Scheme 2: Synthesis of phthalimido-protected chiral hydroxypropyl benzoate.
Scheme 3: Proposed mechanism of epoxide opening.
Scheme 4: Reagents and conditions: (a) Methylamine, DCM, 30–35 °C, 94%.
Beilstein J. Org. Chem. 2011, 7, 831–838, doi:10.3762/bjoc.7.95
Figure 1: Natural products containing 2-substituted pyrroline residues in their core structural units.
Figure 2: Natural products containing 2-substituted pyrrolidine residues in their core structural units.
Scheme 1: Iodide ion mediated ring expansion of N-vinylaziridines.
Scheme 2: Synthesis of N-vinyl substituted aziridines and their ring expansion to pyrrolines. Reagents and co...
Scheme 3: Hydrolytic decarboxylation. Reagents and conditions: i) DMSO, LiCl catalytic water, 140–150 °C, 3 h...
Scheme 4: Reduction and aromatization of 2-substituted pyrrolines.
Scheme 5: Reaction conditions: i) THF, rt, 3 h; ii) NaI, acetone, rt, overnight.
Scheme 6: Reaction conditions: i) THF, TEA, rt; ii) NaI, acetone, rt, overnight.