Total synthesis of Garsubellin A
Total synthesis of Garsubellin A
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DOI：
10.1021/ja057418n
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发表时间：
2006-02-01
影响因子：
15
通讯作者：
Danishefsky, SJ
中科院分区：
文献类型：
--
作者：
Siegel, DR;Danishefsky, SJ
本文介绍了一种简便的实验室合成大蒜素A的方法。Garsubellin A是胆碱乙酰转移酶（ChAT）的有效诱导剂，已被证明具有作为治疗阿尔茨海默病的治疗剂的潜力。从3，5-二甲氧基苯酚开始，合成以18步顺序提供garsubellin A。值得注意的转化包括脱芳烯丙基化、非对映选择性乙烯基内酯化、碘碳环化、跨环Wurtz和桥头官能化反应。
A concise approach to the laboratory synthesis of garsubellin A is described. Garsubellin A, an effective inducer of choline acetyltransferase (ChAT), has been shown to have potential as a therapeutic agent for the treatment of Alzheimer's disease. Starting from 3,5-dimethoxyphenol, the synthesis has provided garsubellin A in an 18-step sequence. Notable transformations include dearomative allylation, diastereoselective vinylogous lactonization, iodocarbocyclization, transannular Wurtz, and bridgehead functionalization reactions.