title: Karlotoxin synthetic studies: concise synthesis of a C(42-63) B-ring tetrahydropyran fragment.
abstract: Starting from natural D-mannose, a C(42-63) B-ring tetrahydropyran fragment in karlotoxin 2 has been prepared via a common THP intermediate in a concise manner.E-selective Julia-Kocienski olefination efficiently assembled a C(51-63) chlorodiene subunit and a C(42-50) tetrahydropyran segment.
authors.affiliation: Department of Chemistry and Biochemistry, University of Mississippi, University, MS 38677, USA.
authors.forename: Takashi
authors.initials: T
authors.lastname: Tomioka
authors.affiliation: Department of Chemistry and Biochemistry, University of Mississippi, University, MS 38677, USA.
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Takahashi
authors.affiliation: Department of Chemistry and Biochemistry, University of Mississippi, University, MS 38677, USA.
authors.forename: Toshihide
authors.initials: T
authors.lastname: Maejima
authors.affiliation: Department of Chemistry and Biochemistry, University of Mississippi, University, MS 38677, USA.
authors.forename: Yuki
authors.initials: Y
authors.lastname: Yabe
authors.affiliation: Department of Chemistry and Biochemistry, University of Mississippi, University, MS 38677, USA.
authors.forename: Hiroki
authors.initials: H
authors.lastname: Iwata
authors.affiliation: Department of Chemistry and Biochemistry, University of Mississippi, University, MS 38677, USA ; Department of Pharmacognosy, School of Pharmacy, University of Mississippi, University, MS 38677, USA ; Department of Pharmacology, School of Pharmacy, University of Mississippi, University, MS 38677, USA ; National Center for Natural Products Research, School of Pharmacy, University of Mississippi, University, MS 38677, USA.
authors.forename: Mark T
authors.initials: MT
authors.lastname: Hamann
keywords: D-Mannose; Julia-Kocienski olefination; Karlotoxin; Polyketide; Tetrahydropyran