An efficient oxidative dearomatization-radical cyclization approach to symmetrically substituted bicyclic guttiferone natural products

An efficient oxidative dearomatization-radical cyclization approach to symmetrically substituted bicyclic guttiferone natural products
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DOI:
10.1039/c0cc01419b
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发表时间:
2011-01-01
影响因子:
4.9
通讯作者:
Njardarson, Jon T.
Njardarson, Jon T.
中科院分区:
化学2区
文献类型:
--
作者:
McGrath, Nicholas A.;Binner, Joshua R.;Njardarson, Jon T.

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在这篇文章中详细介绍了一种有效的天然产物guttiferone家族的合成方法。氧化解开对苯醌单缩酮,然后连续5-外型自由基环化提供双环核心。这种方法的另一个优点是高级对称中间体的后期不对称去对称化。
Detailed in this communication is an efficient synthetic approach towards the guttiferone family of natural products. Oxidatively unraveling a para-quinone monoketal followed by consecutive 5-exo radical cyclizations provides the bicyclic core. An additional strength of this approach is a late stage asymmetric desymmetrization of an advanced symmetric intermediate.