Pyrrolidine as a cogwheel-like scaffold for the deployment of diverse functionality through cycloaddition reactions of metallo-1,3-dipoles in aqueous media.
The reaction of glycinatocopper complexes with cinnamaldehydes under mildy basic aqueous conditions, affords polysubstituted prolines, which can be systematically modified in a number of chemoselective transformations.
Hanessian
S
S
Department of Chemistry, Université de Montréal, Station Centre-ville, QC, Canada. hanessia@ere.umontreal.ca
Bayrakdarian
M
M
D000171:Acrolein / Q000031:analogs & derivatives / Q000737:chemistry; D003300:Copper / Q000737:chemistry; D005998:Glycine / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*; D011392:Proline / Q000737:chemistry; D011759:Pyrrolidines / Q000737:chemistry*; D012996:Solutions; D014867:Water
D009942:Organometallic Compounds; D011759:Pyrrolidines; D012996:Solutions; D014867:Water; D000171:Acrolein; D003300:Copper; D011392:Proline; C012843:cinnamaldehyde; D005998:Glycine