Catalytic Enantioselective House‒Meinwald Rearrangement: Efficient Construction of All-Carbon Quaternary Stereocenters,Journal of the American Chemical Society

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Catalytic Enantioselective House‒Meinwald Rearrangement: Efficient Construction of All-Carbon Quaternary Stereocenters
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2019-08-20 , DOI: 10.1021/jacs.9b07514
Dengke Ma ₁ , Chun-Bao Miao ₂ , Jianwei Sun _{1,

2}

Affiliation

A catalytic asymmetric House‒Meinwald rearrangement for the synthesis of both cyclic and acyclic ketones is disclosed. From readily accessible racemic tetrasubstituted epoxides, this approach provides efficient access to chiral ketones bearing α all-carbon quaternary stereocenters with high enantiocontrol. The observation of positive non-linear effects and nontrivial kinetic feature provided important insights into the mechanism.

中文翻译：

催化对映选择性屋-Meinwald重排：高效构建全碳四元立体中心

公开了一种用于合成环状酮和无环酮的催化不对称 House-Meinwald 重排。从容易获得的外消旋四取代环氧化物中，这种方法提供了有效获取带有 α 全碳四元立体中心且具有高对映控制的手性酮的途径。对正非线性效应和非平凡动力学特征的观察提供了对该机制的重要见解。

更新日期：2019-08-20

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