Organocatalytic enantio-and diastereoselective 1, 3-dipolar cycloaddition between alanine-derived ketonitrones and E-crotonaldehyde: efficiency and full …

…, A Beauchard, J Lhoste, A Martel, MY Laurent…

Index: Selim, Khalid B.; Beauchard, Anne; Lhoste, Jerome; Martel, Arnaud; Laurent, Mathieu Y.; Dujardin, Gilles Tetrahedron Asymmetry, 2012 , vol. 23, # 24 p. 1670 - 1677

Full Text: HTML

Citation Number: 5

Abstract

Highly enantio-and exo-selective 1, 3-dipolar cycloadditions of alanine-derived ketonitrones to E-crotonaldehyde could be realized in a good yield by the use of a chiral imidazolidinone salt without the addition of water. The origin of the stereoselectivity in the reaction was discussed and the absolute configuration of the cycloadduct determined unambiguously.