• Title/Summary/Keyword: Diastereoselective reduction

Search Result 13, Processing Time 0.026 seconds

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

  • Mohammat, Mohd Fazli;Mansor, Nurul Shulehaf;Shaameri, Zurina;Hamzah, Ahmad Sazali
    • Journal of the Korean Chemical Society
    • /
    • v.59 no.1
    • /
    • pp.31-35
    • /
    • 2015

  • Diastereoselective reduction of 2,3-dioxo-4-carboxy-5-(substituted)pyrrolidine 1 by $NaBH_4/AcOH$ 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.

  • https://doi.org/10.5012/jkcs.2015.59.1.31 인용 PDF KSCI KPUBS HTML