Selective synthesis of the para-quinone region of geldanamycin
Selective synthesis of the para-quinone region of geldanamycin
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DOI：
10.1021/ol035400g
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发表时间：
2003-10-16
期刊：
影响因子：
5.2
通讯作者：
Cannon, JF
中科院分区：
文献类型：
--
作者：
Andrus, MB;Hicken, EJ;Cannon, JF
[图表]安莎霉素格尔德霉素的醌部分完全选择性地由1，4-二甲氧基甲基（β）醚中间体产生的1，4-氢醌制备。用空气进行钯催化，得到所需产物，分离产率为98%。使用NMR、UV和X-射线分析确定结构，并与格尔德霉素、邻醌格尔德霉素和模型化合物进行比较。
[GRAPHICS]The quinone portion of the ansamycin geldanamycin was made with complete selectivity from the 1,4-hydroquinone generated from a 1,4-bis-methoxymethyl (MOM) ether intermediate. Palladium catalysis with air gave the desired product in 98% isolated yield. The structure was established using NMR, UV, and X-ray analysis with comparisons to geldanamycin, ortho-quino-geldanamycin and a model compound.