Diastereoselective Reduction of 2,3-Dioxo-4-carboxy-5-substituted Pyrrolidines Using NaBH4/AcOH and Heterogenous Hydrogenation Reactions

Journal of the Korean Chemical Society

Mohd Fazli Mohammat¹  Ahmad Sazali Hamzah¹  Zurina Shaameri¹  Nurul Shulehaf Mansor¹ 

关键词: 2;    3-Dioxo-pyrrolidine;    Diastereoselective;    Enol reduction;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

Diastereoselective reduction of 2,3-dioxo-4-carboxy-5-(substituted)pyrrolidine 1 by NaBH4/AcOH and heterogenous hydrogenation were reported. Stereochemical assignment and diastereomeric ratios of the products were determined using 1H NMR and single crystal X-ray analyses. The steric factors of the C-5 substituents of the pyrrolidinone was shown to have an interesting influence on both the yield and diastereoselectivity of the reduced product.

【 授权许可】

Unknown