title: Palladium(II)-catalyzed enantio- and diastereoselective synthesis of pyrrolidine derivatives.
abstract: A palladium-catalyzed enantio- and diastereoselective synthesis of pyrrolidine derivatives is described. Initial intramolecular nucleopalladation of the tethered protected amine forms the pyrrolidine moiety and a quinone methide intermediate. A second nucleophile adds intermolecularly to afford diverse products in high enantio- and diastereoselectivity.
authors.affiliation: Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, United States.
authors.forename: Ranjan
authors.initials: R
authors.lastname: Jana
authors.forename: Tejas P
authors.initials: TP
authors.lastname: Pathak
authors.forename: Katrina H
authors.initials: KH
authors.lastname: Jensen
authors.forename: Matthew S
authors.initials: MS
authors.lastname: Sigman
mesh_terms: D000475:Alkenes / Q000737:chemistry; D000588:Amines / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D000588:Amines; D011759:Pyrrolidines; D010165:Palladium