Total Synthesis of Syringin and Its Natural Analogues via C-C Bond Activation of Aryl Ketones

Syringin is found in the root of Acanthopanax senticosus (Rupr. Maxim.) Harms and belongs to the lignin chemical compound with many biological activities. In this study, we employed commercially available starting materials and accomplished the total synthesis of syringin in 5 steps with an overall yield of 58%. Palladium-catalyzed C(O)-C bond activation and subsequent cross coupling reaction is the key to construct syringin and its natural analogues.