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Beilstein J. Org. Chem. 2018, 14, 1946–1955, doi:10.3762/bjoc.14.169
Graphical Abstract
Figure 1: Schematic illustration of possible support-assisted methods.
Figure 2: Expected reactivity of 5’- and 3’-terminus for the activation.
Scheme 1: Competition experiment between alcohol and carboxylic acid. Reagents and conditions: (i) 4-phenylbu...
Scheme 2: Conjugation between the 5’-activated supported trinucleotide 2 and the tripeptide 3. Reagents and c...
Figure 3: HPLC spectra of the crude protected bioconjugate 4 and the crude deprotected bioconjugate 5.
Scheme 3: 5’-Phosphitylation of supported decanucleotide 13. Reagents and conditions: 2-cyanoethyl-N,N,N',N'-...
Scheme 4: Conjugation between 5’-activated supported decanucleotide 14 and supported pentapeptide 7. Reagents...
Figure 4: HPLC spectra of the crude protected bioconjugate 15 and the deprotected bioconjugate 16.
Beilstein J. Org. Chem. 2018, 14, 704–708, doi:10.3762/bjoc.14.59
Scheme 1: Radical cation Diels–Alder reaction of trans-anethole [17].
Scheme 2: Radical cation Diels–Alder reactions of aryl vinyl ether and sulfides [17,25].
Scheme 3: Radical cation Diels–Alder reaction of aryl vinyl ether (1). Conditions: 1.0 M LiClO4/CH3NO2, carbo...
Scheme 4: Oxidative SET-triggered reaction of aryl vinyl ether 1c. Conditions: 1.0 M LiClO4/CH3NO2, carbon fe...
Figure 1: GC–MS Monitoring of the oxidative SET-triggered reaction of aryl vinyl ether 1c.
Scheme 5: Oxidative SET-triggered rearrangement of vinyl cyclobutane 4. Conditions: 1.0 M LiClO4/CH3NO2, carb...
Scheme 6: Unsuccessful rearrangement of cyclobutanes. Conditions: 1.0 M LiClO4/CH3NO2, carbon felt electrodes...
Scheme 7: Proposed mechanism for the radical cation Diels–Alder reaction of aryl vinyl ether 1.
Beilstein J. Org. Chem. 2018, 14, 642–647, doi:10.3762/bjoc.14.51
Scheme 1: SET-triggered Diels–Alder reaction of trans-anethole (1) and isoprene (2).
Figure 1: Plausible mechanism for the electrocatalytic Diels–Alder reaction. Adapted from [22].
Scheme 2: Undesired dimerization of trans-anethole (1).
Figure 2: GC–MS monitoring of the electrocatalytic Diels–Alder reaction (1: 300 mM; 2: 3000 mM).
Figure 3: GC–MS monitoring of the electrocatalytic Diels–Alder reaction (1: 1 mM; 2: 2000 mM).
Figure 4: GC–MS monitoring of the electrocatalytic Diels–Alder reaction (1: 2 M; 2: 6 M). Blue dots show the ...