Facile construction of the pentacyclic framework of subincanadine B. Synthesis of 20-deethylenylated subincanadine B and 19,20-dihydrosubincanadine B
Facile construction of the pentacyclic framework of subincanadine B. Synthesis of 20-deethylenylated subincanadine B and 19,20-dihydrosubincanadine B
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DOI：
10.1021/ol0526367
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发表时间：
2006-01-05
期刊：
影响因子：
5.2
通讯作者：
Zhai, HB
中科院分区：
文献类型：
--
作者：
Liu, YQ;Luo, SJ;Zhai, HB
我们描述了一种简便的方法，有效地构建了subincanadine B的五环框架。四环酮14的七步组装包括Michael加成、Pictet-Spengler环化和Dieckmann缩合。从这个关键的酮中间体，subincanadine 13的两个类似物，即，20-分别经四步反应合成了脱乙烯基亚坎那丁B（27）和19，20-二氢亚坎那丁B（31）。
We describe a facile approach for effectively constructing the pentacyclic framework of subincanadine B. The seven-step assembly of tetracyclic ketone 14 featured Michael addition, Pictet-Spengler cyclization, and Dieckmann condensation. From this key ketone intermediate, two analogues of subincanadine 13, i.e., 20-deethylenylated subincanadine B (27) and 19,20-dihydrosubincanadine B (31), were synthesized in four steps, respectively.