The highly efficient conversion of d-fructose to a l-deoxyhexose is reported. Starting from d-fructose, benzoyl protection followed by bromination provided an acyclic radical precursor. Using environmentally benign radical conditions (TTMSS/AIBN), a benzoyl-protected 3-deoxy-l-fructose derivative was produced through a carbonyl translocation process. This unique radical reaction involves the highly efficient translocation of an α-oxy carbonyl group to produce l-deoxysugars from d-sugars. The benzoyl protecting groups were enzymatically removed by treatment with a lipase (Candida rugosa) to produce the free 3-deoxy-l-fructose in only four synthetic steps in an overall yield of 40%. The synthesis uses a cheap, readily available carbohydrate raw material as the source and avoids the use of toxic chemicals, such as tin reagents. This synthetic methodology is concise, providing one of the most efficient methods for preparing l-deoxyhexose derivatives from a readily available carbohydrate raw material.

据报道，将d-果糖高效转化为1- deoxyhexose。从d-果糖开始，苯甲酰基保护然后溴化提供了无环自由基前体。使用环境良性自由基条件（TTMSS / AIBN），通过羰基易位过程制备了苯甲酰基保护的3-脱氧-1-果糖衍生物。这种独特的自由基反应涉及α-氧羰基的高效移位，以从d-糖生产1-脱氧糖。通过用脂肪酶（R. Candida rugosa）处理将苯甲酰基保护基酶促除去，从而生成游离的3-脱氧-l-果糖仅需四个合成步骤，总收率为40％。合成过程使用廉价，容易获得的碳水化合物原料作为原料，并避免使用有毒的化学物质，例如锡试剂。该合成方法是简明的，提供了从容易获得的碳水化合物原料制备1-脱氧己糖衍生物的最有效方法之一。