474115-96-3Relevant academic research and scientific papers
Catalytic enantioselective 1,3-dipolar cycloaddition of nitrones to cyclopent-1-enecarbaldehyde
Karlsson, Staffan,Hoegberg, Hans-Erik
, p. 923 - 926 (2002)
A variety of pyrrolidinium salts have been found to catalyse the reaction between nitrones and a cyclic α,β-unsaturated aldehyde furnishing bicyclic adducts with high diastereoselectivity and enantioselectivity.
Organocatalysts promote enantioselective 1,3-dipolar cycloadditions of nitrones with 1-cycloalkene-1-carboxaldehydes
Karlsson, Staffan,Hoegberg, Hans-Erik
, p. 2782 - 2791 (2007/10/03)
In the presence of enantiopure organocatalysts, 1-cycloalkene-1-carboxaldehydes and various nitrones furnished fused isoxazolidines. Thus, some chiral pyrrolidinium salts catalyzed the formation of such cycloadducts in high diastereoand enantioselectivity (up to 92% ee). The predominant diastereomer, the exo one, was mostly obtained in excellent diastereoselectivity (> 99:1 dr). Furthermore, after recrystallization of one of the cycloadducts, this was obtained enantiomerically pure (> 99% ee). The absolute configuration of one of the cycloadducts was determined. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
