以卤代糖为原料合成糖苷的方法述评
Review of the synthesis of glycosides from glycosyl halide
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摘要: 综述了近年来以溴代糖、氟代糖和碘代糖作为糖基供体合成糖苷的方法.指出这些卤代糖作为糖基供体的优点是合成的产物为纯净的O-苷,收率高,主要为β-构型;缺点是反应条件苛刻,需严格无水、避光条件,重金属盐催化剂比较贵而且有很大的毒性,溴代糖在常温下极不稳定,不易长期保存.因此,探索新型的卤代糖衍生物、实现立体专一性的合成糖苷,探索绿色合成条件、避免使用重金属盐,是该领域未来研究的方向.Abstract: The recent advances in organic synthesis of glucosides from glycosyl halide were summarized, including glycosyl bromide, glycosyl fluoride, glycosyl iodide as glycosyl donors. The advantage of these glycosyl halides as glycosyl donor is that the synthetic product is pure O-glycosides with high yield, mainly for the β-configuration. The disadvantage is the harsh reaction conditions,which are strictly anhydrous,light avoiding, expensive heavy metal salt catalyst and great toxicity. Glycosyl bromide was unstable at room temperature and not easy for long-term preservation. Thus, exploration of novel glycosyl halide derivatives, implementation of stereo-selectively synthesis, exploration of green synthesis conditions, and avoiding the use of heavy metal salts, are the future research direction in this field.
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Key words:
- glycosyl halide /
- glycosides synthesis /
- heary metal salt
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