title: Skeletal Rearrangements of Polycyclic α-Ketols.
abstract: It has been proposed that prekinamycin and kinobscurinone may biogenetically isomerize to isoprekinamycin and prefluostatin, respectively, through the corresponding bridgehead α-ketol intermediates. In this transformation, the 6-5 ring system is converted into a 5-6 ring system via an α-ketol rearrangement. In this report, the skeletal rearrangement of polycyclic α-ketols inspired by this hypothetical biosynthetic transformation is reported. In addition, an unexpected rearrangement from dibenzo[b]fluorene to benzo[g]chromene is also reported.
authors.affiliation: Graduate School of Life and Environmental Sciences, Kyoto Prefectural University , Kyoto 606-8522, Japan.
authors.forename: Moe
authors.initials: M
authors.lastname: Kawamura
authors.affiliation: Graduate School of Life and Environmental Sciences, Kyoto Prefectural University , Kyoto 606-8522, Japan.|Department of Applied Biological Science, Faculty of Science and Technology, Tokyo University of Science , 2641 Yamazaki, Noda, Chiba 278-8510, Japan.
authors.forename: Shogo
authors.initials: S
authors.lastname: Kamo
authors.affiliation: Graduate School of Life and Environmental Sciences, Kyoto Prefectural University , Kyoto 606-8522, Japan.
authors.forename: Shuhei
authors.initials: S
authors.lastname: Azuma
authors.affiliation: Graduate School of Life and Environmental Sciences, Kyoto Prefectural University , Kyoto 606-8522, Japan.
authors.forename: Konomi
authors.initials: K
authors.lastname: Kubo
authors.affiliation: Institute for Chemical Research, Kyoto University , Uji, Kyoto 611-0011, Japan.
authors.forename: Takahiro
authors.initials: T
authors.lastname: Sasamori
authors.affiliation: Institute for Chemical Research, Kyoto University , Uji, Kyoto 611-0011, Japan.
authors.forename: Norihiro
authors.initials: N
authors.lastname: Tokitoh
authors.affiliation: Graduate School of Life and Environmental Sciences, Kyoto Prefectural University , Kyoto 606-8522, Japan.|Department of Applied Biological Science, Faculty of Science and Technology, Tokyo University of Science , 2641 Yamazaki, Noda, Chiba 278-8510, Japan.
authors.forename: Kouji
authors.identifier: 0000-0003-0571-9703
authors.initials: K
authors.lastname: Kuramochi
authors.affiliation: Graduate School of Life and Environmental Sciences, Kyoto Prefectural University , Kyoto 606-8522, Japan.
authors.forename: Kazunori
authors.initials: K
authors.lastname: Tsubaki