Hoppen S, Bäurle S, Koert U
Institut für Chemie der Humboldt-Universität zu Berlin, Germany.
Chemistry. 2000 Jul 3;6(13):2382-96.
A total synthesis of the Annonaceous acetogenin mucocin has been accomplished. The synthesis follows a convergent strategy, wherein at a very late stage the left part of the molecule is connected with the right part. The key reaction is the stereocontrolled addition of an organomagnesium compound 2 to the aldehyde 3. The THP ring of mucocin is build by a 6-endo epoxide cyclization of an epoxyacetonide precursor (16 --> 17). The new modular synthetic approach developed herein should be useful for the synthesis of other related natural products as well as pharmacologically interesting analogues.
番荔枝科产乙酸原粘菌素（mucocin）的全合成已完成。该合成采用汇聚策略，即在非常后期的阶段将分子的左半部分与右半部分连接起来。关键反应是有机镁化合物2对醛3的立体控制加成。粘菌素的THP环是通过环氧丙酮前体的6-内型环氧化反应构建的（16→17）。本文开发的新的模块化合成方法对于其他相关天然产物以及具有药理学意义的类似物的合成应该也是有用的。
