Synthesis of 8-desbromohinckdentine A
Synthesis of 8-desbromohinckdentine A
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DOI：
10.1021/ja021380m
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发表时间：
2003-04-09
影响因子：
15
通讯作者：
McWhorter, WW
中科院分区：
文献类型：
--
作者：
Liu, YH;McWhorter, WW
Hinckdentine A是从苔藓虫Hincksinofulstra denticulate中分离的生物碱。该天然产物含有一个新颖独特的11b，1,2，13，14，15，16-六氢氮杂卓[4 '，5'：2，3]吲哚并[1，2-c]喹唑啉环系统，该环系统以前未被合成。我们从2-芳基吲哚合成了8-脱溴hinckdentine A，首先制备天然产物的季中心，然后在此中间体上构建七元内酰胺和二氢嘧啶环，形成hinckdentine A的骨架。
Hinckdentine A is an alkaloid isolated from the bryozoan Hincksinoflustra denticulate. This natural product contains a novel and unique 11b,12,13,14,15,16-hexahydroazepino[4',5':2,3]indolo[1,2-c]quinazoline ring system that has not previously been synthesized. We have synthesized 8-desbromohinckdentine A from a 2-aryl indole by first preparing the quaternary center of the natural product and then building the seven-membered lactam and dihydropyrimidine rings onto this intermediate to form the framework of hinckdentine A.