Enzyme-promoted regioselective coupling oligomerization of isorhapontigenin towards the first synthesis of (±)-gnetulin.

Enzyme-promoted regioselective coupling oligomerization of isorhapontigenin towards the first synthesis of (±)-gnetulin.
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DOI:
10.1039/c3ob42456a
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发表时间:
2014-03
影响因子:
3.2
通讯作者:
Wenling Li;Shixia Yang;Teng-Teng Lv-Teng;Yadong Yang
Wenling Li;Shixia Yang;Teng-Teng Lv-Teng;Yadong Yang
中科院分区:
化学3区
文献类型:
--
作者:
Wenling Li;Shixia Yang;Teng-Teng Lv-Teng;Yadong Yang

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本文报道了以5-叔丁基-异哈拉铁基的区域选择性氧化偶联反应为关键步骤,首次合成了天然的(±)-格奈特林和非天然的(±)-格尼蒙M类似物。系统地考察了不同的酶催化体系对偶联产物结构的影响以及在几种Lewis酸存在下偶联产物的结构转化。
We report the first synthesis of a natural (±)-gnetulin and an unnatural analogue of (±)-gnemonol M by using the regioselective oxidative coupling reactions of 5-tert-butyl-isorhapontigenin as the key step. Both the effects of different enzyme-catalyzed systems on the structures of coupling products and structural transformations of coupling products in the presence of several Lewis acids were systematically investigated.