title: Stereoselective synthesis of 2,3-dihydropyrroles from terminal alkynes, azides, and α,β-unsaturated aldehydes via N-sulfonyl-1,2,3-triazoles.
abstract: A stereoselective method for synthesis of trans-2,3-disubstituted 2,3-dihydropyrroles is reported. N-Sulfonyl-1,2,3-triazoles prepared from terminal alkynes generate α-imino rhodium carbene complexes, which when combined with α,β-unsaturated aldehydes produce trans-2,3-disubstituted dihydropyrroles. The method can be successfully applied to a one-pot process starting from terminal alkynes.
authors.affiliation: Department of Synthetic Chemistry and Biological Chemistry, Kyoto University , Katsura, Kyoto 615-8510, Japan.
authors.forename: Tomoya
authors.initials: T
authors.lastname: Miura
authors.forename: Takamasa
authors.initials: T
authors.lastname: Tanaka
authors.forename: Kentaro
authors.initials: K
authors.lastname: Hiraga
authors.forename: Scott G
authors.initials: SG
authors.lastname: Stewart
authors.forename: Masahiro
authors.initials: M
authors.lastname: Murakami
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry; D013237:Stereoisomerism; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D000480:Alkynes; D001386:Azides; D011758:Pyrroles; D013450:Sulfones; D014230:Triazoles; D012238:Rhodium