title: Pd-catalyzed cross-coupling of α-(acyloxy)-tri-n-butylstannanes with alkenyl, aryl, and heteroaryl electrophiles.
abstract: Racemic and scalemic α-(acyloxy)-tri-n-butylstannanes undergo Pd-catalyzed cross-couplings with alkenyl/aryl/heteroaryl iodides, bromides, and triflates in moderate to good yields in THF at 45 °C. Simple aryl iodides and unprotected aza-arenes, two classes of electrophiles that typically react sluggishly, are also good substrates. Cross-couplings proceed with retention of configuration at the alkenyl and stannyl-substituted stereocenters.
authors.affiliation: Department of Biochemistry, University of Texas Southwestern Medical Center, Dallas, Texas 75390, USA.
authors.forename: Mohan
authors.initials: M
authors.lastname: Goli
authors.forename: Anyu
authors.initials: A
authors.lastname: He
authors.forename: J R
authors.initials: JR
authors.lastname: Falck
mesh_terms: D000475:Alkenes / Q000737:chemistry; D002384:Catalysis; D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism; D014220:Trialkyltin Compounds / Q000737:chemistry*
chemical_list: D000475:Alkenes; D006842:Hydrocarbons, Brominated; D006847:Hydrocarbons, Iodinated; D014220:Trialkyltin Compounds; D010165:Palladium