title: An Arylative Ring Expansion Cascade of Fused Cyclobutenes via Short-Lived Intermediates with Planar Chirality.
abstract: An arylative ring expansion cascade has been developed for the synthesis of medium-sized carbocycles from fused cyclobutenes. This reaction proceeds through a short-lived cis,trans-cycloalkadiene intermediate that is formed by thermal 4π electrocyclic ring opening. Chirality transfer experiments provide direct evidence for the transient generation of the intermediate.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
authors.forename: Norihito
authors.initials: N
authors.lastname: Arichi
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
authors.forename: Ken-ichi
authors.initials: K
authors.lastname: Yamada
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
authors.forename: Yousuke
authors.initials: Y
authors.lastname: Yamaoka
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
authors.forename: Kiyosei
authors.initials: K
authors.lastname: Takasu
mesh_terms: D000466:Alkadienes / Q000737:chemistry*; D003500:Cyclization; D003503:Cyclobutanes / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000466:Alkadienes; D003503:Cyclobutanes; D007211:Indoles; C057812:indoline