Total Synthesis of Coniferin B, Butylconiferin, and Coniferin Via a Reductive Acetal Ring‐Opening Reaction

Herein, we report the first total synthesis of the antiHIV natural product Coniferin B via a concise four‐step linear sequence from commercial vanillin. The strategy features a pivotal Schmidt O ‐glycosylation and a Wittig reaction, culminating in a reductive acetal ring‐opening. This efficient route affords Coniferin B in 10% overall yield and was successfully extended to the synthesis of the related compounds trans Coniferin and Butylconiferin in 43% and 21% yield, respectively. Preliminary docking studies were conducted to explore a potential binding mode, suggesting that the synthetic target Coniferin B may interact with carbonic anhydrase XII (5MSB).