寡糖合成中的_预活化_策略_耿轶群.pdfVIP

19 12 化　学　进　展 Vol.19 No.12 2007 12 PROGRE IN CHEMI TRY 　Dec., 2007 寡糖合成中的“预活化”策略＊ 耿轶群　叶新山＊＊ (北京大学医学部天然药物及仿生药物国家重点实验室　北京100083) 　　寡糖及其缀合物 其重要的生物学功能而日益受到人们的关注, 由于糖链结构的复杂性与多 样性, 寡糖的化学合成具有很大的挑战性。为了减少合成及分离步骤, 提高寡糖合成的效率, 糖基化策略十 分重要。“ 一釜合成法”由于进行多 个连续的糖基化反应又不需分离中间体而具有很大优势, 但传统“ 一釜 法”在设计单糖模块时需要进行精细复杂的保护基操作和离去基调整而影响其合成效率。“预活化”寡糖合 成策略不依赖于糖基供体与糖基受体的活性差异, 无需复杂的保护基操作, 所有偶联反应在同一条件下 一釜 完成, 实现了寡糖的高效、快速合成。本文在简要介绍传统“ 一釜合成法”的基础上, 对“预活化”策略的研究 进展进行综述, 重点介绍“预活化”策略的基本原理、发展过程及其在生物活性寡糖合成上的应用。 　寡糖　一釜合成　预活化　糖基化　糖类 + :Q533;O621.3 3　:　:1005-281X (2007)12-1896-07 Oligosaccharide Synthesis by Pre-Activation Strategy ＊＊ Geng Yiqun 　Ye Xinshan (The tate Key Laboratory of Natural and Biomimetic Drugs, Peking University Health cience Center, Beijing 100083, China) Abstract 　The multifaceted biological importance of oligosaccharides and glycoconjugates has made them very popular synthetic targets in modern synthetic chemistry.Great progress has been made in the construction of complex oligosaccharides based on a variety of synthetic strategies.Among these strategies, the one-pot glycosylation is very attractive and shows great promise for assembly of oligosaccharide libraries and automated synthesis.Traditional one-pot glycosylation approach based on the chemoselective principle or orthogonal strategy needs extensive protecting group manipulations and or aglycon adjustments for designing building blocks with suitable anomeric reactivities.The recently established pre-activation strategy has some advantages over the traditional one-pot glycosylation approach, since it does not require the tuning of the building blocks in an armed-di