title: Intramolecular Formal anti-Carbopalladation/Heck Reaction: Facile Domino Access to Carbo- and Heterooligocyclic Dienes.
abstract: An intramolecular domino process consisting of a formal anti-carbopalladation followed by Heck reaction is realized. Complex oligo(hetero)cyclic scaffolds are efficiently obtained in one synthetic step from easily obtainable enyne precursors. In contrast to common syn-carbopalladation reactions of alkyne units, the carbopalladation employed here is designed to afford an anti-arrangement of the two new substituents across the emerging double bond. A prerequisite is that the residues next to the alkyne should lack any β-hydrogen atoms. The method paves the way to tri- and tetrasubstituted double-bond systems that have not been accessible by conventional Pd catalysis.
authors.affiliation: Technische Universität Braunschweig, Institute of Organic Chemistry, Hagenring 30, 38106 Braunschweig (Germany).|Georg-August-Universität Göttingen, Institute of Organic and Biomolecular Chemistry, 37077 Göttingen (Germany).
authors.forename: Martin
authors.initials: M
authors.lastname: Pawliczek
authors.affiliation: Technische Universität Braunschweig, Institute of Organic Chemistry, Hagenring 30, 38106 Braunschweig (Germany).
authors.forename: Bastian
authors.initials: B
authors.lastname: Milde
authors.affiliation: Technische Universität Braunschweig, Institute of Inorganic and Analytical Chemistry, Hagenring 30, 38106 Braunschweig (Germany).
authors.forename: Peter G
authors.initials: PG
authors.lastname: Jones
authors.affiliation: Technische Universität Braunschweig, Institute of Organic Chemistry, Hagenring 30, 38106 Braunschweig (Germany). d.werz@tu-braunschweig.de.
authors.forename: Daniel B
authors.initials: DB
authors.lastname: Werz
keywords: Heck reaction; carbopalladation; domino reaction; heterocycles; palladium