title: Palladium-catalyzed asymmetric allylic alkylation of electron-deficient pyrroles with meso electrophiles.
abstract: Pyrroles can serve as competent nucleophiles with meso electrophiles in the Pd-catalyzed asymmetric allylic alkylation. The products from this transformation were obtained as a single regio- and diastereomer in high yield and enantiopurity. A nitropyrrole-containing nucleoside analogue was synthesized in seven steps to demonstrate the synthetic utility of this transformation.
authors.affiliation: Department of Chemistry, Stanford University, Stanford, California 94305, United States. bmtrost@stanford.edu
authors.forename: Barry M
authors.initials: BM
authors.lastname: Trost
authors.forename: Maksim
authors.initials: M
authors.lastname: Osipov
authors.forename: Guangbin
authors.initials: G
authors.lastname: Dong
mesh_terms: D000478:Alkylation; D000498:Allyl Compounds / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D009705:Nucleosides; D011758:Pyrroles; D010165:Palladium