title: Alkene isomerization/enamide-ene and diene metathesis for the construction of indoles, quinolines, benzofurans and chromenes with a chiral cyclopropane substituent.
abstract: A synthetic method for bicyclic heterocycles, such as indole, benzofuran and chromene derivatives bearing a chiral cyclopropane at the 2-position, was established using isomerization of a terminal olefin and enamide-ene or diene metathesis. This route can also be applied to chiral 2-cyclopropylquinoline synthesis (both cis and trans).
authors.affiliation: Faculty of Pharmaceutical Sciences, Hokkaido University, Kita 12, Nishi 6, Kita-ku, Sapporo 060-0812, Japan.
authors.forename: Takaaki
authors.initials: T
authors.lastname: Kobayashi
authors.forename: Mitsuhiro
authors.initials: M
authors.lastname: Arisawa
authors.forename: Satoshi
authors.initials: S
authors.lastname: Shuto
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D001572:Benzofurans / Q000737:chemistry*; D001578:Benzopyrans / Q000737:chemistry*; D003521:Cyclopropanes / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D011804:Quinolines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D001572:Benzofurans; D001578:Benzopyrans; D003521:Cyclopropanes; D007211:Indoles; D011804:Quinolines; C030797:cyclopropane