Three-component synthesis of polysubstituted homoproline analogs.
Tetrasubstituted pyrrolidines representing analogs of homoproline were synthesized by three-component condensation of aryl(heteroaryl)aldehydes, asparagine and N-methylmaleimide (NMM). Compounds with (1S*, 3R*, 3aS*, 6aR*)-configuration at the corresponding carbon positions of the bicyclic pyrrolidine ring could be isolated ona preparative scale.
Kudryavtsev
Konstantin V
KV
Department of Chemistry, Moscow State University, Lenin's Hills, Moscow, Russian Federation. kudr@org.chem.msu.su
Irkha
Veronika V
VV
D000447:Aldehydes; D000596:Amino Acids / Q000737:chemistry; D001216:Asparagine; D007202:Indicators and Reagents; D008301:Maleimides; D008958:Models, Molecular; D008968:Molecular Conformation; D009589:Nitrogen Oxides; D011392:Proline / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D011759:Pyrrolidines / Q000737:chemistry; D014961:X-Ray Diffraction
D000447:Aldehydes; D000596:Amino Acids; D007202:Indicators and Reagents; D008301:Maleimides; D009589:Nitrogen Oxides; D011759:Pyrrolidines; C015388:nitrones; D001216:Asparagine; D011392:Proline; C010983:homoproline