Almasi, Diana, Alonso, Diego A., Nájera, Carmen
Enantioselective conjugate addition of ketones to β-nitrostyrenes catalyzed by 1,2-amino alcohol-derived prolinamides
ALMASI, Diana; ALONSO VELASCO, Diego Antonio; NÁJERA DOMINGO, Carmen. "Enantioselective conjugate addition of ketones to β-nitrostyrenes catalyzed by 1,2-amino alcohol-derived prolinamides". Tetrahedron: Asymmetry. Vol. 17, Issue 14 (28 Aug. 2006). ISSN 0957-4166, pp. 2064-2068
URI: http://hdl.handle.net/10045/4390
DOI: 10.1016/j.tetasy.2006.07.023
ISSN: 0957-4166
Abstract: 
Various l-prolinamides 14, prepared from l-proline and chiral β-amino alcohols, are active bifunctional catalysts for the direct nitro-Michael addition of ketones to β-nitrostyrenes. In particular, catalyst 14e prepared from l-proline and (1S,2R)-cis-1-amino-2-indanol exhibits the highest catalytic performance working in polar aprotic solvents such as NMP. High syn-diastereoselectivities (up to 94% de) and good enantioselectivities (up to 80% ee) were obtained at rt.
Keywords:Organocatalysis, Amino Acids, Michael addition, Ketones
Elsevier
info:eu-repo/semantics/article