title: Regio- and enantioselective palladium-catalyzed allylic alkylation of nitromethane with monosubstituted allyl substrates: synthesis of (R)-rolipram and (R)-baclofen.
abstract: The Pd-catalyzed asymmetric allylic alkylation (AAA) reaction of nitromethane with monosubstituted allyl substrates was realized for the first time to provide corresponding products in high yields with excellent regio- and enantioselectivities. The protocol was applied to the enantioselective synthesis of (R)-baclofen and (R)-rolipram.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, People's Republic of China.
authors.forename: Xiao-Fei
authors.initials: XF
authors.lastname: Yang
authors.forename: Chang-Hua
authors.initials: CH
authors.lastname: Ding
authors.forename: Xiao-Hui
authors.initials: XH
authors.lastname: Li
authors.forename: Jian-Qiang
authors.initials: JQ
authors.lastname: Huang
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: D000478:Alkylation; D000498:Allyl Compounds / Q000737:chemistry*; D001418:Baclofen / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D009595:Nitroparaffins / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D020889:Rolipram / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D009595:Nitroparaffins; D009942:Organometallic Compounds; D010165:Palladium; D001418:Baclofen; D020889:Rolipram; D008697:Methane; C008640:nitromethane