通过新型 2-烯基-1,3-二硫杂环戊烷的阳离子环化反应，对映选择性地进行（±）-雷公藤内酯的全合成。
Diastereoselective formal total synthesis of (+/-)-triptolide via a novel cationic cyclization of 2-alkenyl-1,3-dithiolane.
机构信息
University of Strasbourg, Faculty of Pharmacy, Laboratory of Functional ChemoSystems CNRS/UMR 7199, 74 route du Rhin BP60024, 67400 Illkirch, France.
出版信息
Chem Commun (Camb). 2010 Aug 21;46(31):5778-80. doi: 10.1039/c0cc00250j. Epub 2010 Jul 5.
PMID:20601993
Abstract
A concise and diastereoselective formal total synthesis of triptolide, a natural product with a wide range of biological properties, is described. The key reaction is an unprecedented 6-endo-Trig cationic cyclization of a 2-alkenyl-1,3-dithiolane precursor induced by TMSOTf as Lewis acid.
摘要
描述了一种简洁且具有非对映选择性的天然产物雷公藤内酯的形式全合成。关键反应是一种前所未有的 TMSOTf 作为路易斯酸诱导的 2-烯基-1,3-二硫杂环戊烷前体的 6-endo-Trig 阳离子环化反应。
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