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Beilstein J. Org. Chem. 2019, 15, 2664–2670, doi:10.3762/bjoc.15.259
Graphical Abstract
Scheme 1: Synthesis of compound 1.
Figure 1: X-ray structure of compound 1 (one of the two enantiomers present in the crystal).
Scheme 2: Possible mechanism for the formation of 1.
Figure 2: A possible mechanism for the trans-position of the methyne hydrogens in the azepine ring: the elect...
Figure 3: Selective formation of a single diastereomer in the 1,3-dipolar cycloaddition reaction.
Scheme 3: Synthesis of nitroxide 6.
Figure 4: X-ray structure of compound 6 (one of the two enantiomers present in the crystal).
Scheme 4: A proposed mechanism for nitroxide 6 synthesis.
Figure 5: A, B) Temperature dependence of the electron spin relaxation times in water/glycerol at X-band freq...
Beilstein J. Org. Chem. 2019, 15, 2036–2042, doi:10.3762/bjoc.15.200
Figure 1: Structure of nitroxide 1.
Scheme 1: The synthesis of aldonitrones 5a–c.
Scheme 2: The principal synthetic scheme for nitroxides 12a–c.
Scheme 3: A possible pathway of ketonitrone 7c self-transformations.
Scheme 4: Oxidation of aminoalcohol 9a.
Scheme 5: The synthesis of alkoxyamines 16a–c.
Scheme 6: The alkoxyamine 18 synthesis.
Scheme 7: A possible mechanism of nitroxide 17 formation.
Scheme 8: Optimisation of the synthesis of nitroxide 1.
Figure 2: Kinetics of the reduction of nitroxides 1 and 12a–c (0.3 mM) with ascorbate (50 mM) in 50 mM phosph...