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首页> 外文期刊>International Journal of Chemistry and Chemical Engineering >Ring-Opening Mechanism of Cyclopropanated Carbohydrates: Towards the Synthesis of the Natural Product (-)-TAN-2483B
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Ring-Opening Mechanism of Cyclopropanated Carbohydrates: Towards the Synthesis of the Natural Product (-)-TAN-2483B

机译：环丙烷化碳水化合物的开环机理：合成天然产物（-）-TAN-2483B

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Cyclopropanes and carbohydrates are materials of great interest to chemists. Ring opening reactions of cyclopropanated carbohydrates have excellent potential for syn- thesis, due to the many diverse structures that may be obtained. The work carried out by me described in this thesis explores the scope of such ring opening reactions, and extends to the synthesis and reactions of several novel cyclopropanated carbohydrates, in which synthesis of a natural product was also investigated. Several bicyclic gem -dihalocyclopropanes, including 97, were synthesised. Base- mediated cyclopropane ring opening of 97 in the presence of nucleophiles afforded a series of 2-C -branched glycosides 389 and 390, whereas silver-promoted ring expansion provided access to seven-membered rings (255 and 256) Studies on the mechanisms of the ring opening processes were also carried out.
机译：环丙烷和碳水化合物是化学家非常感兴趣的材料。环丙烷化碳水化合物的开环反应具有很强的合成潜力，这是因为可以获得许多不同的结构。我在本文中描述的工作探索了这种开环反应的范围，并扩展到几种新型环丙烷化碳水化合物的合成和反应，其中还研究了天然产物的合成。合成了几种双环宝石-二卤代环丙烷，包括97种。在亲核试剂存在下，碱基介导的97环丙烷环开环提供了一系列2-C分支糖苷389和390，而银促进的环扩展提供了对七元环（255和256）的访问。还进行了开环过程。

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