title: Palladium-catalyzed regio-, diastereo-, and enantioselective allylation of nitroalkanes with monosubstituted allylic substrates.
abstract: Pd-catalyzed asymmetric allylic alkylation of nitroalkanes and monosubstituted allylic substrates was performed to afford products with two adjacent chiral centers and with excellent regio-, diastereo-, and enantioselectivities. The usefulness of the protocol in organic synthesis was demonstrated by transformation of the product to an optically active homoallylamine, a 2,3-disubstituted tetrahydropyridine, and an α,β-disubstituted amino acid derivative.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
authors.forename: Xiao-Fei
authors.initials: XF
authors.lastname: Yang
authors.forename: Wei-Hua
authors.initials: WH
authors.lastname: Yu
authors.forename: Chang-Hua
authors.initials: CH
authors.lastname: Ding
authors.forename: Qiu-Ping
authors.initials: QP
authors.lastname: Ding
authors.forename: Shi-Li
authors.initials: SL
authors.lastname: Wan
authors.forename: Xue-Long
authors.initials: XL
authors.lastname: Hou
authors.forename: Li-Xin
authors.initials: LX
authors.lastname: Dai
authors.forename: Pin-Jie
authors.initials: PJ
authors.lastname: Wang
mesh_terms: D000473:Alkanes / Q000737:chemistry*; D000498:Allyl Compounds / Q000737:chemistry*; D000499:Allylamine / Q000138:chemical synthesis* / Q000737:chemistry; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000473:Alkanes; D000498:Allyl Compounds; D000596:Amino Acids; D009574:Nitro Compounds; D009942:Organometallic Compounds; D000499:Allylamine; D010165:Palladium