Catalytic asymmetric synthesis of carbocyclic C-nucleosides

Abstract

Carbocyclic nucleosides show a broad spectrum of antiviral activity with enhanced flexibility, lipophilicity and metabolic stability, however, synthetic access to carbocyclic C-nucleosides (CC-Ns) remains very challenging. Here, the authors use an asymmetric Suzuki-Miyaura coupling reaction as the key C-C bond forming step to produce a variety of enantiomerically enriched CC-Ns, including antiviral showdomycin.