title: Pd-catalyzed assembly of spirooxindole natural products: a short synthesis of horsfiline.
abstract: The Pd-catalyzed intramolecular alpha-arylation of amides is applied to the synthesis of functionalized spirooxindoles. The substrate scope is evaluated, and the reaction is demonstrated to be useful for the assembly of spirooxindole natural products and derivatives thereof. As an application, a new synthesis of horsfiline 1 is presented, giving the natural product in only 4 steps from commercially available amino acid 12.
authors.affiliation: Dr. Knoell Consult GmbH, Dynamostrasse 19, 68165 Mannheim, Germany.
authors.forename: Nina
authors.initials: N
authors.lastname: Deppermann
authors.forename: Heike
authors.initials: H
authors.lastname: Thomanek
authors.forename: Alexander H G P
authors.initials: AH
authors.lastname: Prenzel
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Maison
mesh_terms: D001685:Biological Factors / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001685:Biological Factors; D009942:Organometallic Compounds; D013141:Spiro Compounds; C443722:horsfiline; D010165:Palladium