4 article(s) from de Koning, Charles B.
- Full Research Paper
- Published 13 Oct 2021
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Figure 1: Examples of 2,3-dihydro-1H-pyrrolizines (1–7) and 5,6,7,8-tetrahydroindolizines (8–10).
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Scheme 1: Previous [18] and proposed routes to 2,3-dihydro-1H-pyrrolizines from enaminones. Reagents and conditio...
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Scheme 2: Synthesis of pyrrolizine 19a from lactam 16 via enaminone 15a. Reagents and conditions: (i) NaH, TH...
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Scheme 3: Proposed mechanism for the formation of pyrrolizidine 19a from enaminone (E)-15a.
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Scheme 4: Synthesis of tetrahydroindolizines 26a–c from lactam 23 via enaminones 25a–c. Reagents and conditio...
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Scheme 5: Further functionalization of dihydropyrrolizine 19a. Reagents and conditions: (i) NBS, DMF, 0 °C, 1...
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- Full Research Paper
- Published 08 Sep 2021
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Figure 1: Biologically active phenanthridines.
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Figure 2: Synthetic routes to phenanthridines via iminyl radicals.
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Scheme 1: Previous unexpected synthesis of the phenanthridine framework.
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Scheme 2: Synthesis of biaryl benzaldehydes.
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Scheme 3: Synthesis of biaryl oximes.
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Scheme 4: Synthesis of phenanthridines. Reagents and conditions (i) UV irradiation (450 W medium pressure Hg ...
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Figure 3: Two possible mechanistic routes and intermediates in the synthesis of phenanthridines.
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Scheme 5: Synthesis of trisphaeridine. Reagents and conditions (i) cat. Pd(PPh3)4, aq Na2CO3, DME, reflux, Ar...
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- Published 02 Dec 2016
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Figure 1: Structures of (±)-tashiromine (1) and (±)-epitashiromine (2) showing the systematic numbering of th...
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Scheme 1: Reagents and conditions: (i) NH2(CH2)3OH, 250 °C (sealed tube), 18 h, 81%; (ii) Ac2O, pyridine, 0 °...
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Scheme 2: Reagents and conditions: (i) Imidazole, PPh3, I2, CH3CN–PhCH3, reflux, 1 h; (ii) p-TsCl, NEt3, DMAP...
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Scheme 3: Reagents and conditions: (i) LiAlH4, Et2O, 3 h, 87%.
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- Published 18 Jan 2008
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Figure 1: Representative quinolizidine alkaloids from amphibians.
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Figure 2: Indolizidines and quinolizidines prepared from enaminone precursors 5 and 6. The conventional numbe...
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Scheme 1: Reagents: (i) H2 (7 atm), 10% Pd/C, AcOH, rt; (ii) Cl(CH2)3COCl, NaHCO3, CHCl3, reflux; (iii) KOBut...
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Scheme 2: Reagents: (i) LiAlH4, THF, 0 °C to rt; (ii) MeSO2Cl, NEt3, CH2Cl2, 0 °C to rt; (iii) Raney Ni, EtOH...
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Scheme 3: Reagents: (i) Br(CH2)4COCl, NaHCO3, ClCH2CH2Cl, rt; (ii) NaH, Bu4NI, DMF, rt; (iii) Lawesson's reag...
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Scheme 4: Reagents: (i) LiAlH4, Et2O, 0 °C, then add (+)-2 in Et2O, rt; (ii) TBDMSCl, imidazole, DMF, rt; (ii...
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Scheme 5: Reagents: (i) aq. HF (40%), MeOH, rt; (ii) Ac2O, pyridine, 0 °C to rt; (iii) Lawesson's reagent, Ph...
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