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Beilstein J. Org. Chem. 2014, 10, 883–889, doi:10.3762/bjoc.10.85
Graphical Abstract
Scheme 1: Quinine (1) and O-9-t-butylcarbamoylquinine (2) as the substrates for oxidation of the C9 hydroxy a...
Scheme 2: Oxidation of the vinyl group of 9-O-tert-butylcarbamoylquinine to homologous aldehydes.
Scheme 3: Addition of diethyl phosphite to aldehydes obtained in oxidation of the vinyl group.
Scheme 4: Oxidation of quinine to quininone and quinidinone and addition of phosphites to the ketones yieldin...
Scheme 5: Spectroscopic features that confirmed the structure of the phosphate ester product of rearrangement...
Scheme 6: Tentative mechanism of the phosphonate–phosphate rearrangement associated with tandem quinuclidine ...
Beilstein J. Org. Chem. 2014, 10, 741–745, doi:10.3762/bjoc.10.68
Scheme 1: Diaryl (benzyloxycarbonylamino)(phenyl)methylphosphonates.
Scheme 2: Diaryl (benzyloxycarbonylamino)(aryl)methylphosphonates.
Scheme 3: Diaryl (benzyloxycarbonylamino)(aryl)methylphosphonates obtained by Miyaura–Suzuki approach.
Scheme 4: Synthesis of mixed esters.
Beilstein J. Org. Chem. 2014, 10, 660–666, doi:10.3762/bjoc.10.58
Figure 1: Sequences of the investigated dehydropeptides.
Figure 2: The most stable conformation of peptide 1 proposed based on XPLOR-NIH calculations. Conformation 1a...
Figure 3: Proposal of the most stable conformation of peptide 2 based on XPLOR-NIH calculation. Conformation ...
Figure 4: Proposal of the most stable conformation of peptide 3 based on XPLOR-NIH calculations.