title: Synthesis of (-)-α-kainic acid via TMSCl-promoted Pd-catalyzed zinc-ene cyclization of an allyl acetate.
abstract: A highly practical synthesis of enantiopure (-)-α-kainic acid is accomplished in 37% overall yield, using 13 linear steps and a minimum of chromatographic separations via an unprecedented TMSCl-promoted palladium-catalyzed zinc-ene cyclization of an allyl acetate.
authors.affiliation: Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States. guoqing_wei@yahoo.com
authors.forename: Guoqing
authors.initials: G
authors.lastname: Wei
authors.forename: Justin M
authors.initials: JM
authors.lastname: Chalker
authors.forename: Theodore
authors.initials: T
authors.lastname: Cohen
mesh_terms: D000085:Acetates / Q000737:chemistry*; D000498:Allyl Compounds / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D003500:Cyclization; D007608:Kainic Acid / Q000138:chemical synthesis* / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D014297:Trimethylsilyl Compounds / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry*
chemical_list: D000085:Acetates; D000498:Allyl Compounds; D009942:Organometallic Compounds; D014297:Trimethylsilyl Compounds; D010165:Palladium; C498551:allyl acetate; D015032:Zinc; D007608:Kainic Acid