title: Enantioselective cycloaddition of carbonyl ylides with arylallenes using Rh2(S-TCPTTL)4.
abstract: The first catalytic asymmetric carbonyl ylide cycloaddition with arylallenes is described. With dirhodium(II) tetrakis[N-tetrachlorophthaloyl-(S)-tert-leucinate], Rh2(S-TCPTTL)4, the cycloaddition of carbonyl ylides derived from diazoketoesters with arylallenes proceeded in a fully chemo- and regioselective manner to give highly functionalized 8-oxabicyclo[3.2.1]octanes with up to 99% ee and perfect exo diastereoselectivity.
authors.affiliation: Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, Japan.
authors.forename: Janagiraman
authors.initials: J
authors.lastname: Krishnamurthi
authors.forename: Hisanori
authors.initials: H
authors.lastname: Nambu
authors.forename: Koji
authors.initials: K
authors.lastname: Takeda
authors.forename: Masahiro
authors.initials: M
authors.lastname: Anada
authors.forename: Akihito
authors.initials: A
authors.lastname: Yamano
authors.forename: Shunichi
authors.initials: S
authors.lastname: Hashimoto
mesh_terms: D000466:Alkadienes / Q000737:chemistry*; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis*; D002384:Catalysis; D061565:Cycloaddition Reaction; D007930:Leucine / Q000031:analogs & derivatives*; D009795:Octanes / Q000138:chemical synthesis*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000466:Alkadienes; D001643:Bridged Bicyclo Compounds; D009795:Octanes; C025947:propadiene; D012238:Rhodium; D007930:Leucine