title: Regioselective catalytic hydroboration of propargylic species using Cu(I)-NHC complexes.
abstract: The catalytic regioselective hydroboration of propargylic alcohols and ethers was investigated using NHC-CuCl. We observe that different NHC-CuCl complexes catalyze hydroborations of propargylic substrates with opposite regioselectivity. A 6-NHC-CuCl complex provides α-selectivity whereas β-selectivity is achieved using a 5-NHC-CuCl complex. The reaction tolerates a wide range of functional groups.
authors.affiliation: Pusan National University, Department of Chemistry, Pusan 609-735, Korea.
authors.forename: Jin Kyoon
authors.initials: JK
authors.lastname: Park
authors.forename: Brian A
authors.initials: BA
authors.lastname: Ondrusek
authors.forename: D Tyler
authors.initials: DT
authors.lastname: McQuade
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001896:Boron Compounds / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D004987:Ethers / Q000737:chemistry; D015394:Molecular Structure; D020005:Propanols / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D001896:Boron Compounds; D004987:Ethers; D020005:Propanols; D003300:Copper; C028255:propargyl alcohol