title: Atropisomeric chiral dienes in asymmetric catalysis: C(2) -symmetric (Z,Z)-2,3-bis[1-(diphenylphosphinyl)ethylidene]tetralin as a highly active Lewis base organocatalyst.
abstract: Diene catalysts with a twist: The title C2 -symmetric tetralin-fused 1,3-butadiene derivative is atropisomeric and can be resolved into the two helical enantiomers. The optically pure compound showed excellent enantioselectivity as well as unusually high catalytic activity as a chiral Lewis basic organocatalyst in the asymmetric allylation of various aldehydes with β-substituted allyltrichlorosilanes.
authors.affiliation: Catalysis Research Center and Graduate School of Life Science, Hokkaido University, Kita-ku, Sapporo 001-0021 (Japan). ogasawar@cat.hokudai.ac.jp.
authors.forename: Masamichi
authors.initials: M
authors.lastname: Ogasawara
authors.forename: Shunsuke
authors.initials: S
authors.lastname: Kotani
authors.forename: Hikaru
authors.initials: H
authors.lastname: Nakajima
authors.forename: Haruka
authors.initials: H
authors.lastname: Furusho
authors.forename: Mitsuru
authors.initials: M
authors.lastname: Miyasaka
authors.forename: Yasushi
authors.initials: Y
authors.lastname: Shimoda
authors.forename: Wei-Yi
authors.initials: WY
authors.lastname: Wu
authors.forename: Masaharu
authors.initials: M
authors.lastname: Sugiura
authors.forename: Tamotsu
authors.initials: T
authors.lastname: Takahashi
authors.forename: Makoto
authors.initials: M
authors.lastname: Nakajima
mesh_terms: D002384:Catalysis; D058115:Lewis Bases; D015394:Molecular Structure; D011090:Polyenes; D013237:Stereoisomerism; D013764:Tetrahydronaphthalenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D058115:Lewis Bases; D011090:Polyenes; D013764:Tetrahydronaphthalenes; C095210:tetralin
keywords: Lewis bases; allylation; asymmetric synthesis; atropisomerism; dienes