1611460-75-3Relevant academic research and scientific papers
Asymmetric access to α-substituted functional aspartic acid derivatives by a [3+2] strategy employing a chiral dienophile
Ben Ayed, Kawther,Beauchard, Anne,Poisson, Jean-Francois,Py, Sandrine,Laurent, Mathieu Y.,Martel, Arnaud,Ammar, Houcine,Abid, Souhir,Dujardin, Gilles
, p. 2924 - 2932 (2014/05/20)
Enantiopure vinyl ethers of Stericol underwent diastereoselective thermal 1,3 dipolar cycloadditions with N-benzyl, N-benzhydryl, and N-PMB aspartate ester nitrones. Chemoselective N-debenzylation of the resulting cycloadducts afforded diastereomerically and enantiomerically pure crystalline NH-isoxazolidine, the absolute configuration of which was established by X-ray crystallography. N-Protection and N-O cleavage of this isoxazolidine gave enantioenriched quaternary aspartate derivatives bearing functionalized side chains.
