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Beilstein J. Org. Chem. 2018, 14, 2156–2162, doi:10.3762/bjoc.14.189
Graphical Abstract
Figure 1: Structures of GMIIb inhibitors.
Scheme 1: Synthesis of pyrrolidines 2a and 3a.
Scheme 2: Synthesis of pyrrolidines 2b,c and 3b,c.
Scheme 3: Synthesis of pyrrolidines 4.
Scheme 4: Synthesis of pyrrolidines 5.
Figure 2: Molecular structure (OLEX2 drawing with adjacent ChemDraw image) of compound 20. Atomic displacemen...
Beilstein J. Org. Chem. 2015, 11, 1547–1552, doi:10.3762/bjoc.11.170
Figure 1: Proposed structure of GnTs inhibitors.
Scheme 1: Reagents and conditions: a) MsCl, Et3N, CH2Cl2, 0 °C → rt, overnight, 93%; b) NaN3, H2O/DMF 1:20 (v...
Scheme 2: Reagents and conditions: a) H2SO4, MeOH, rt, overnight, 71%; b) H2SO4, 70% AcOH, 0 °C → rt, 4 h, 84...
Figure 2: Molecular structure (ORTEP drawing with adjacent ChemDraw image) of compound 12. Atomic displacemen...
Scheme 3: Reagents and conditions: a) EtSH, BF3·OEt2, CH2Cl2, −5 °C → rt, 4 h, 13: 55%, 14: 34%.
Beilstein J. Org. Chem. 2014, 10, 1942–1950, doi:10.3762/bjoc.10.202
Scheme 1: Grignard reaction of aldehyde 3 and oxidation of the resulting mixture of alcohols 4–7. Reagents an...
Figure 1: Molecular structure (DIAMOND drawing with adjacent ChemDraw image) of o-tolyl derivative 8. Atomic ...
Figure 2: Molecular structure (DIAMOND drawing with adjacent ChemDraw image) of benzyl derivative 9. Atomic d...
Scheme 2: Proposed mechanism for Grignard reaction leading to benzyl→o-tolyl rearrangement (path 1). R = sacc...
Scheme 3: Proposed mechanism [24,25] for Grignard reaction leading to 1-naphthylmagnesiumchloride→1-methylnaphthalen...