Highly Selective Synthesis of Halomon, Plocamenone, and Isoplocamenone.
Highly Selective Synthesis of Halomon, Plocamenone, and Isoplocamenone.
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高选择性合成 Halomon、Plocamenone 和 Isoplocamenone。
DOI：
10.1021/jacs.5b08398
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发表时间：
2015-10-14
影响因子：
15
通讯作者：
Burns NZ
中科院分区：
文献类型：
--
作者：
Bucher C;Deans RM;Burns NZ
已经鉴定了超过160种手性邻位溴氯化天然产物，然而，缺乏将卤素选择性掺入有机分子的合成方法阻碍了它们的合成。在这里，我们公开了isoplocamenone和plocamenone的第一个全合成和结构确认，以及临床前抗癌天然产物halomon的第一个选择性和可规模化合成。这些卤代化合物的合成已经能够通过我们最近开发的化学，区域和对映选择性二卤化反应。
Over 160 chiral vicinal bromochlorinated natural products have been identified, however a lack of synthetic methods for the selective incorporation of halogens into organic molecules has hindered their synthesis. Here we disclose the first total synthesis and structural confirmation of isoplocamenone and plocamenone, as well as the first selective and scaleable synthesis of the preclinical anticancer natural product halomon. The synthesis of these interhalogenated compounds has been enabled by our recently developed chemo-, regio-, and enantioselective dihalogenation reaction.