Synthesis of Tetra-Substituted 3-Hydroxyphthalide Esters by Isothiourea-Catalysed Acylative Dynamic Kinetic Resolution,Angewandte Chemie International Edition

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Synthesis of Tetra-Substituted 3-Hydroxyphthalide Esters by Isothiourea-Catalysed Acylative Dynamic Kinetic Resolution
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2024-05-07 , DOI: 10.1002/anie.202402909
Shubham K Agrawal ₁ , Pankaj K Majhi ₁ , Alister S Goodfellow ₁ , Raj K Tak ₁ , David B Cordes ₁ , Aidan P McKay ₁ , Kevin Kasten ₁ , Michael Bühl ₁ , Andrew D Smith ₁

Affiliation

The enantioselective isothiourea-catalysed acylative dynamic kinetic resolution of tetra-substituted 3-hydroxyphthalide derivatives using (2S,3R)-HyperBTM (5 mol %) as the catalyst (>40 examples in total) is reported. A diverse range of anhydrides, including those derived from bioactive and pharmaceutically relevant acids, can be tolerated in this process with the origin of enantioselectivity probed using DFT analysis.

中文翻译：

异硫脲催化酰化动态动力学拆分合成四取代 3-羟基苯酞酯

报道了使用( 2S , 3R )-HyperBTM(5mol％)作为催化剂(总共％3E40个实例)对映选择性异硫脲催化的四取代3-羟基苯酞衍生物的酰化动态动力学拆分。在此过程中可以耐受多种酸酐，包括衍生自生物活性和药学相关酸的酸酐，并使用 DFT 分析探测对映选择性的起源。

更新日期：2024-05-07

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