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Beilstein J. Org. Chem. 2026, 22, 742–752, doi:10.3762/bjoc.22.56
Graphical Abstract
Figure 1: Rongalite as an equivalent of the unstable hyposulfite ion.
Scheme 1: Progression of Rongalite conjugate additions.
Figure 2: Sulfone diastereomers 1a and 1b.
Scheme 2: Verification of relative stereochemistry by i) sulfide oxidation and ii) derivatization.
Scheme 3: Reactions of sterically hindered substrates.
Figure 3: Minimized structure of dienone 7 (calculated using the PBE0 functional [26] and the def2-SVP basis set [27]...
Figure 4: Modeling of cyclization transition states (the solvating acetic acid molecules were omitted for cla...
Figure 5: Unsuccessful substrates.
Scheme 4: Initial reactivity comparison with p-toluenesulfinate.
Scheme 5: Preparation of anticipated products in competition experiments with Rongalite and other sulfinates.
Scheme 6: Exchange experiment.
Scheme 7: Double intermolecular additions.