Palladium‐Catalzyed Atroposelective 16‐Membered Macrocyclization: Total Synthesis of Isoplagiochin D†,Chinese Journal of Chemistry

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Palladium‐Catalzyed Atroposelective 16‐Membered Macrocyclization: Total Synthesis of Isoplagiochin D†
Chinese Journal of Chemistry ( IF 5.5 ) Pub Date : 2020-04-28 , DOI: 10.1002/cjoc.202000051
Junwei Xi ₁ , Zhenhua Gu _{1,

2}

Affiliation

Isoplagiochin D is a ring‐strained macrocyclic bisbibenzylis, which showed stable axial chirality in one biaryl structure, and semistable axial chirality in the other biaryl moiety. We reported here an unprecedented example for the catalytically asymmetric synthesis of ring‐strained atropisomers via Pd‐catalyzed macrocyclization between benzyl halides and carbenes. This newly developed Pd‐catalyzed asymmetric macrocyclization protocol enabled us a quick synthesis of isoplagiochin D in a highly enantioselective manner.

中文翻译：

钯-Catalzyed的Atroposelective 16-成员大环化：异扁豆素D†的全合成

Isoplagiochin D是一个环应变大环双联苄基，在一个联芳基结构中显示稳定的轴向手性，在另一个联芳基部分中显示半稳定的轴向手性。我们在这里报道了一个前所未有的例子，该实验通过苄基卤化物和卡宾化合物之间的钯催化大环化反应，催化不对称合成环应变阻转异构体。这种新开发的Pd催化的不对称大环化方案使我们能够以高对映选择性的方式快速合成异硫菌素D。

更新日期：2020-04-28

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