title: Enantio- and periselective nitroalkene Diels-Alder reaction.
abstract: The periselective Diels-Alder reaction of 5-substituted pentamethylcyclopentadienes and nitroethylene has been realized by helical-chiral hydrogen bond donor catalysts. To our knowledge, this represents the first asymmetric catalytic nitroalkene Diels-Alder reaction via activation of nitroalkene, and thus establishes its proof-of-principle.
authors.affiliation: Department of Chemistry, University of Miami, 1301 Memorial Drive, Coral Gables, FL 33146-0431, USA.
authors.forename: Maurice J
authors.initials: MJ
authors.lastname: Narcis
authors.forename: Daniel J
authors.initials: DJ
authors.lastname: Sprague
authors.forename: Burjor
authors.initials: B
authors.lastname: Captain
authors.forename: Norito
authors.initials: N
authors.lastname: Takenaka
mesh_terms: D002384:Catalysis; D061565:Cycloaddition Reaction; D003517:Cyclopentanes / Q000737:chemistry*; D005030:Ethylenes / Q000737:chemistry*; D006860:Hydrogen Bonding; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: C550293:1,2,3,4,5-pentamethyl-cyclopentadiene; D003517:Cyclopentanes; D005030:Ethylenes; D009574:Nitro Compounds