Enantioselective Palladium-Catalyzed Intramolecular α-Arylative Desymmetrization of 1,3-Diketones.
Enantioselective Palladium-Catalyzed Intramolecular α-Arylative Desymmetrization of 1,3-Diketones.
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DOI：
10.1021/jacs.7b10365
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发表时间：
2017-11
影响因子：
15
通讯作者：
Chen Zhu;Dingyi Wang;Yue Zhao;Wei‐Yin Sun;Zhuangzhi Shi
中科院分区：
文献类型：
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作者：
Chen Zhu;Dingyi Wang;Yue Zhao;Wei‐Yin Sun;Zhuangzhi Shi
通过1，3-二酮的分子内不对称α-芳基化去对称化反应，建立了一种高效的对映体选择性合成高氧取代双环[m.n.1]骨架的方法。采用Pd催化剂和FOXAP配体，可以获得各种不同尺寸的双环[m.n.1]骨架，具有高的对映体和非对映体选择性。以该方法为关键步骤，实现了（-）-小叶芹碱的形式不对称全合成。
An efficient enantioselective protocol has been reported to build highly oxygenated and densely substituted bicyclo[m.n.1] skeletons through intramolecular asymmetric α-arylative desymmetrization of 1,3-diketones. Employing Pd catalyst and FOXAP ligand, various bicyclo[m.n.1] skeleton with different size can be accessed with high enantio- and diastereoselectivities. Utilizing the present method as a key step, formal asymmetric total synthesis of the (-)-parvifoline has been demonstrated.