192824-64-9Relevant academic research and scientific papers
Enantioselective synthesis of hydroxy-substituted DBN-type amidines as potential chiral catalysts
Ostendorf, Martin,Van Der Neut, Sandor,Rutjes, Floris P. J. T.,Hiemstra, Henk
, p. 105 - 113 (2000)
The synthesis and X-ray crystal structures of three enantiopure hydroxy- substituted amidines of the DBN-type are described. The key starting material, a 5-(phenylsulfonyl)pyrrolidin-2-one, was obtained by an oxazaborolidine-catalysed reductive desymmetrization of a meso-imide and was functionalized through N-acyliminium ion chemistry. The hydroxy groups were introduced by ozonolysis or reduction. Preliminary results on the use of the hydroxyamidines as chiral, bifunctional catalysts in selected Michael reactions are described.
