228556-01-2Relevant academic research and scientific papers
Stereoselective reduction of chiral trans-3-acetyl 4-alkylpyrrolidin-2- ones
Galeazzi, Roberta,Geremia, Silvano,Mobbili, Giovanna,Orena, Mario
, p. 587 - 605 (2007/10/03)
A number of trans-3-acetyl-4-alkylpyrrolidin-2-ones 8a-d and 11a,b were prepared and reduction of the keto group, carried out with KBH4 in CH3OH, led mainly to 3-hydroxyethylpyrrolidin-2-ones 13a-d and 19a,b with high stereoselection. Configuration of the newly formed stereogenic centre on the hydroxyethyl chain was assigned by 1H NMR data supported by molecular mechanic calculations and eventually confirmed by X-ray diffraction analysis of p-iodobenzoate derivative 15.
