Scalable synthesis of 3-O functionalized deoxyribonolactones from biorenewable levoglucosenone

A scalable and chromatography-free synthesis of 3-O functionalized deoxyribonolactones from biorenewable levoglucosenone (LGO) is presented. This study enhances the synthesis of the previously reported 2-deoxy-D-ribonolactone by employing formic acid as a safer catalyst for LGO hydration. Then, excess LGO is removed via organic extraction, enabling direct oxidation in the aqueous layer, achieving large-scale production (similar to 25 g) without chromatography. Additionally, the synthesis of methoxy and benzyloxy derivatives follows the same principles, maintaining high efficiency and scalability. By adhering to green chemistry principles, this work contributes to the sustainable use of bio-derived LGO as a valuable building block for the chemical and pharmaceutical industries.