title: Central-axial-central chirality transfer: asymmetric synthesis of highly substituted indenes bearing a stereogenic quaternary carbon center from optically active propargyl alcohols.
abstract: An asymmetric synthesis of highly substituted indenes 3, bearing a quaternary stereogenic carbon center, has been developed via the central-axial-central chirality transfer from optically active propargyl alcohols 1. This transformation involves the addition/rearrangement of 1 and ynamides 2 to give tetra-substituted allenes 4 and further cyclization of 4.
authors.affiliation: School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka, 422-8526, Japan. egi@u-shizuoka-ken.ac.jp.
authors.forename: Masahiro
authors.initials: M
authors.lastname: Egi
authors.forename: Kaori
authors.initials: K
authors.lastname: Shimizu
authors.forename: Marin
authors.initials: M
authors.lastname: Kamiya
authors.forename: Yuya
authors.initials: Y
authors.lastname: Ota
authors.forename: Shuji
authors.initials: S
authors.lastname: Akai
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D003500:Cyclization; D007192:Indenes / Q000138:chemical synthesis* / Q000737:chemistry; D020005:Propanols / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D007192:Indenes; D020005:Propanols; C028255:propargyl alcohol