title: Palladium-catalyzed enantioselective addition of two distinct nucleophiles across alkenes capable of quinone methide formation.
abstract: A sequential intramolecular-intermolecular enantioselective alkene difunctionalization reaction has been developed which is thought to proceed through Pd-catalyzed quinone methide formation. The synthesis of new chiral heterocyclic compounds with adjacent chiral centers is achieved in enantiomeric ratios up to 99:1 and diastereomeric ratios up to 10:1.
authors.affiliation: Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, USA.
authors.forename: Katrina H
authors.initials: KH
authors.lastname: Jensen
authors.forename: Tejas P
authors.initials: TP
authors.lastname: Pathak
authors.forename: Yang
authors.initials: Y
authors.lastname: Zhang
authors.forename: Matthew S
authors.initials: MS
authors.lastname: Sigman
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D045563:Indolequinones / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D045563:Indolequinones; C068040:quinone methide; D010165:Palladium