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Beilstein J. Org. Chem. 2024, 20, 2313–2322, doi:10.3762/bjoc.20.198
Graphical Abstract
Scheme 1: Two examples of base-catalyzed addition of thiomalonates to enones and the scope of the work.
Scheme 2: Tested reactions of cyclohexanone with dibenzyl thiomalonate 1.
Scheme 3: Impact of the bisthiomalonate on the yield and the stereoselectivity of the products.
Scheme 4: Plausible stereochemical model of the addition to cyclohexenone.
Scheme 5: Addition of bisthiomalonates 1–3 to cyclopentenone.
Scheme 6: Acyclic enone in reactions with thiomalonates 1–4.
Scheme 7: Reaction of β-ketothioesters with acceptor E1.