García Muñoz, María Jesús, Dema, Haythem K., Foubelo, Francisco, Yus, Miguel
Base-promoted diastereoselective addition of nitromethane and nitroethane to N-tert-butylsulfinyl imines: synthesis of N-protected α-amino acids and amino ketones
Tetrahedron: Asymmetry. 2014, 25(4): 362-372. doi:10.1016/j.tetasy.2014.01.010
URI: http://hdl.handle.net/10045/37818
DOI: 10.1016/j.tetasy.2014.01.010
ISSN: 0957-4166 (Print)
Abstract: 
The reaction of N-tert-butylsulfinyl imines with nitromethane or nitroethane in the presence of NaHCO3 under solvent-free reaction conditions gave β-nitro amine derivatives with reasonable levels of diastereoselectivity. Enantioenriched N-tert-butylsulfinyl protected α-amino acids or α-amino ketones are accessible upon oxidation of the adducts derived from nitromethane or nitroethane, respectively.
Keywords:N-tert-butylsulfinyl imines, Nitromethane, Nitroethane, Diastereoselective addition, N-protected α-amino acids and amino ketones
Elsevier
info:eu-repo/semantics/article