title: Copper-dipyridylphosphine-catalyzed hydrosilylation: enantioselective synthesis of aryl- and heteroaryl cycloalkyl alcohols.
abstract: The non-precious metal copper-catalyzed enantioselective hydrosilylation of a vast array of aryl cycloalkyl ketones with different ring sizes was studied systematically for the first time (up to 99% enantiomeric excess). The results demonstrated that the steric size of cycloalkyl groups has a significant influence on the reaction outcomes. The first stereoselective formation of a selection of cyclohexyl heteroaryl alcohols of up to 97% enantiopurity was realized as well. Dramatic temperature effects on both the enantiopurity and the absolute configuration of the alcohol products were observed in the reduction of some cyclohexyl pyridyl ketones.
authors.affiliation: College of Material Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036, China.
authors.forename: Shan-Bin
authors.initials: SB
authors.lastname: Qi
authors.forename: Min
authors.initials: M
authors.lastname: Li
authors.forename: Shijun
authors.initials: S
authors.lastname: Li
authors.forename: Ji-Ning
authors.initials: JN
authors.lastname: Zhou
authors.forename: Jun-Wen
authors.initials: JW
authors.lastname: Wu
authors.forename: Feng
authors.initials: F
authors.lastname: Yu
authors.forename: Xi-Chang
authors.initials: XC
authors.lastname: Zhang
authors.forename: Albert S C
authors.initials: AS
authors.lastname: Chan
authors.forename: Jing
authors.initials: J
authors.lastname: Wu
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003516:Cycloparaffins / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D010720:Phosphines / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D003516:Cycloparaffins; D010720:Phosphines; D011725:Pyridines; D012821:Silanes; D003300:Copper