title: Chemo- and regioselectivity-tunable Pd-catalyzed allylic alkylation of imines.
abstract: α-Carbanions of cyclic and acyclic imines have been successfully applied as nucleophiles in the Pd-catalyzed allylic alkylation reaction. Tuning of chemo- and regioselectivity has been realized by using t-BuOK/THF and LDA/toluene to give branched and linear products, respectively, with high regio- and diastereoselectivities. A plausible mechanism is proposed on the basis of the experimental results and DFT calculations.
authors.affiliation: Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
authors.forename: Jian-Ping
authors.initials: JP
authors.lastname: Chen
authors.forename: Qian
authors.initials: Q
authors.lastname: Peng
authors.forename: Bai-Lin
authors.initials: BL
authors.lastname: Lei
authors.forename: Xue-Long
authors.initials: XL
authors.lastname: Hou
authors.forename: Yun-Dong
authors.initials: YD
authors.lastname: Wu
mesh_terms: D000478:Alkylation; D002384:Catalysis; D007097:Imines / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007097:Imines; D010165:Palladium