title: Asymmetric carbolithiation of conjugated enynes: a flow microreactor enables the use of configurationally unstable intermediates before they epimerize.
abstract: We found that a flow microreactor system enables the generation of a configurationally unstable chiral organolithium intermediate and allows for its use in a reaction with an electrophile before it epimerizes. Based on this method, the enantioselective carbolithiation of conjugated enynes followed by the reaction with electrophiles was accomplished to obtain enantioenriched chiral allenes.
authors.affiliation: Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan.
authors.forename: Yutaka
authors.initials: Y
authors.lastname: Tomida
authors.forename: Aiichiro
authors.initials: A
authors.lastname: Nagaki
authors.forename: Jun-ichi
authors.initials: J
authors.lastname: Yoshida
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes