title: Stereospecific pd-catalyzed cross-coupling reactions of secondary alkylboron nucleophiles and aryl chlorides.
abstract: We report the development of a Pd-catalyzed process for the stereospecific cross-coupling of unactivated secondary alkylboron nucleophiles and aryl chlorides. This process tolerates the use of secondary alkylboronic acids and secondary alkyltrifluoroborates and occurs without significant isomerization of the alkyl nucelophile. Optically active secondary alkyltrifluoroborate reagents undergo cross-coupling reactions with stereospecific inversion of configuration using this method.
authors.affiliation: Department of Chemistry, The City College of New York (CCNY) , 160 Convent Avenue, New York, New York 10031, United States .
authors.forename: Ling
authors.initials: L
authors.lastname: Li
authors.forename: Shibin
authors.initials: S
authors.lastname: Zhao
authors.forename: Amruta
authors.initials: A
authors.lastname: Joshi-Pangu
authors.forename: Mohamed
authors.initials: M
authors.lastname: Diane
authors.forename: Mark R
authors.initials: MR
authors.lastname: Biscoe
mesh_terms: D000473:Alkanes / Q000737:chemistry*; D001555:Benzene Derivatives / Q000737:chemistry*; D001895:Boron / Q000737:chemistry*; D002384:Catalysis; D002713:Chlorine / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000473:Alkanes; D001555:Benzene Derivatives; D002713:Chlorine; D010165:Palladium; D001895:Boron