title: Endo-selective Pd-catalyzed silyl methyl Heck reaction.
abstract: A palladium (Pd)-catalyzed endo-selective Heck reaction of iodomethylsilyl ethers of phenols and aliphatic alkenols has been developed. Mechanistic studies reveal that this silyl methyl Heck reaction operates via a hybrid Pd-radical process and that the silicon atom is crucial for the observed endo selectivity. The obtained allylic silyloxycycles were further oxidized into (Z)-alkenyldiols.
authors.affiliation: Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607-7061, United States.
authors.forename: Marvin
authors.initials: M
authors.lastname: Parasram
authors.forename: Viktor O
authors.initials: VO
authors.lastname: Iaroshenko
authors.forename: Vladimir
authors.initials: V
authors.lastname: Gevorgyan
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D006219:Halogens / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D000475:Alkenes; D006219:Halogens; D012821:Silanes; D010165:Palladium