title: Phosphonite mediated 1,3-dipolar cycloaddition: a route to polycyclic 2-pyrrolines from imines, acid chlorides and alkenes.
abstract: 2-Pyrrolines can be generated by the PhP(2-catechyl) mediated coupling of alkene-tethered imines and acid chlorides. This reaction proceeds via phosphorus-containing 1,3-dipoles, which undergo cycloaddition with alkenes with high stereo- and regioselectivity. The modularity of this reaction can be used to assemble a range of polysubstituted pyrrolines in one pot transformations.
authors.affiliation: Department of Chemistry, McGill University, 801 Sherbrooke St. West, Montreal, QC H3A 0B8, Canada.
authors.forename: Marie S T
authors.initials: MS
authors.lastname: Morin
authors.forename: Sara
authors.initials: S
authors.lastname: Aly
authors.forename: Bruce A
authors.initials: BA
authors.lastname: Arndtsen
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002712:Chlorides / Q000737:chemistry*; D061565:Cycloaddition Reaction; D007097:Imines / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry*; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000475:Alkenes; D002712:Chlorides; D007097:Imines; D009943:Organophosphorus Compounds; D011083:Polycyclic Compounds; D011758:Pyrroles