|
KMID : 1059520150590010031
|
|
Journal of the Korean Chemical Society
2015 Volume.59 No. 1 p.31 ~ p.35
|
|
|
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
|
|
|
Abstract
|
|
|
|
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.
|
|
|
KEYWORD
|
|
|
2,3-Dioxo-pyrrolidine, Diastereoselective, Enol reduction
|
|
|
FullTexts / Linksout information
|
|
|
|
|
|
Listed journal information
|
|
|