title: First ketene cycloaddition approach to (±)-junionone.
abstract: Junionone is the first monocyclic cyclobutane monoterpenoid isolated from a plant. Of the existing four syntheses of this compound, none employs a ketene cycloaddition to construct the four-membered ring. Herein, we report the first total synthesis of junionone that features a ketene cycloaddition for the synthesis of this compound, starting from the commercially available 1,5-hexadiene. 2009 Elsevier Ltd. All rights reserved.
authors.affiliation: San Francisco State University, Department of Chemistry and Biochemistry, 1600 Holloway Avenue, San Francisco, CA 94132, USA.
authors.forename: Ihsan
authors.initials: I
authors.lastname: Erden
authors.affiliation: San Francisco State University, Department of Chemistry and Biochemistry, 1600 Holloway Avenue, San Francisco, CA 94132, USA.
authors.forename: Samuel E
authors.initials: SE
authors.lastname: Watson
keywords: Huang-Minlon reduction; Wacker-Tsuji oxidation; cyclobutanone; dimethylketene; junionone