Novel l-arabinose, l-ribose, 2-deoxy-l-ribose and 2-fluoro-2-deoxy-l-arabinose derivatives were synthesized from readily available l-arabinose. Different synthetic routes to methyl 3,5-di-O-acylated-l-arabino(ribo)furanosides as valued intermediates for the preparation of C-2 functionalized l-pentoses were investigated via regioselective transformations of 1,2-di-O-acetyl-3,5-di-O-pivaloyl-l-arabinofuranose, and selective acylation of methyl l-arabinofuranoside with 4-chlorobenzoyl or pivaloyl chloride. Short three-five-step syntheses of methyl 2-deoxy-α-l-ribofuranoside, its 3,5-di-O-acyl derivatives, valuable precursors for preparation of antiviral 2′-deoxy-l-nucleosides, were accomplished via simple and efficient reduction of methyl 2-O-mesyl-l-arabinofuranoside with L-Selectride or tandem reaction involving a complex hydride 2-deoxygenation/acylation of intermediate 2-deoxysugar. A new synthesis of 2′-deoxy-2′-fluoro-β-l-arabinofuranosyl thymine (l-FMAU) was performed using a mild fluorination of protected l-ribofuranoside and a novel sequence of conversions for the preparation of 2-deoxy-2-fluoro-l-arabinofuranoside derivatives.

新颖升-arabinose，升-核糖，2-脱氧-1-核糖和2-氟-2-脱氧升-arabinose衍生物由易于获得的合成升-arabinose。通过1,2-二-O-的区域选择性转化，研究了不同的合成途径，将甲基3,5-二-O-酰化-1-阿拉伯糖（呋喃核糖）呋喃糖苷作为有价值的中间体，用于制备C-2官能化的1-戊糖。乙酰-3,5-二-O-新戊酰-1-呋喃呋喃糖和甲基l的选择性酰化-阿拉伯呋喃糖苷与4-氯苯甲酰或新戊酰氯。甲基2-脱氧-α- 1-核糖呋喃糖苷，其3,5-二-O-酰基衍生物，制备抗病毒2'-脱氧-1-核苷的宝贵前体的简短的三步五步合成法是通过简单的方法完成的和高效率还原的2- ö -mesyl- 1-阿拉伯呋喃糖苷与三仲丁基硼氢化锂或涉及中间体2-脱氧糖的复合氢化物2-脱氧/酰化串联反应。2'-脱氧-2'-氟-β - 1-阿拉伯呋喃糖基胸腺嘧啶（1- FMAU）的新合成是使用受保护的1-核呋喃糖苷和制备2-脱氧-2-氟-1-阿拉伯呋喃糖苷衍生物的新的转化顺序。