Synthesis of L-Ribose from D-Ribose by a Stereoconversion through Sequential Lactonization as the Key Transformation

Abstract

Ribose, a key precursor of various L-nucleosides can only be synthesized from other sugars or other non-sugar precursors. Herein, the study involves the synthesis of naturally rare L-ribose from readily available D-ribose. Though, many synthetic strategies are developed to meet the increasing demands of L-ribose, seeking innovation, a synthesis employing sequential lactonization as the key transformation was explored. This novel conversion involves protection, oxidation, sequential lactonization, reduction with DIBAL-H, and deprotection.