（-）-扎潘诺内酯的对映选择性全合成，一种强效的微管稳定剂。
Enantioselective total synthesis of (-)-zampanolide, a potent microtubule-stabilizing agent.
机构信息
Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907, USA.
出版信息
Org Lett. 2011 Aug 5;13(15):4108-11. doi: 10.1021/ol201626h. Epub 2011 Jul 12.
Abstract
An enantioselective total synthesis of zampanolide has been accomplished using a novel DDQ/Brønsted acid promoted cyclization as the key reaction. The synthesis features cross-metathesis to construct the trisubstituted olefin and a ring-closing metathesis to form the macrolactone. The final N-acyl aminal formation was stereoselectively accomplished by an organocatalytic reaction.
摘要
一种对映选择性全合成扎潘诺内酯的方法已经完成，该方法使用了一种新颖的 DDQ/Brønsted 酸促进的环化反应作为关键反应。该合成方法的特点是交叉复分解反应构建三取代烯烃和闭环复分解反应形成大环内酯。最后通过有机催化反应立体选择性地完成 N-酰基脒的形成。
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