Stereocontrolled total synthesis of (-)-Eudistomin C
Stereocontrolled total synthesis of (-)-Eudistomin C
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DOI：
10.1021/ja055832h
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发表时间：
2005-11-02
影响因子：
15
通讯作者：
Fukuyama, T
中科院分区：
文献类型：
--
作者：
Yamashita, T;Kawai, N;Fukuyama, T
经18步立体控制全合成(−)-优地塞菌素C，总收率为7.7%。该合成的特点是在Bronsted酸的催化下，色胺衍生物与加纳醛进行了非对映选择性的−Spengler反应，并通过分子内烷基化史无前例地构建了不寻常的恶硫氮环。
A stereocontrolled total synthesis of (−)-eudistomin C was accomplished in 18-step sequence with an overall yield of 7.7%. The synthesis features the diastereoselective Pictet−Spengler reaction of a tryptamine derivative and the Garner aldehyde catalyzed by Bronsted acids, and the unprecedented construction of the unusual oxathiazepine ring by intramolecular alkylation.