Download PDF
Synlett 1996; 1996(1): 31-33
DOI: 10.1055/s-1996-5327
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A Biogenetic Approach to Halicholactones. Anomalous Cyclization of an Epoxytridecadienoic Acid

James D. White* , Mark S. Jensen
  • *Department of Chemistry, Oregon State University, Corvallis, OR 97331-4003, USA, Fax 503 737-2660; Internet whitej@ccmail.orst.edu
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

(11R,12R)-(5Z,8E)- and (11R,12R)-(5Z,8Z)-11,12-Epoxy-13-hydroxy-5,8-tridecadienoic acids were synthesized from 3-butyn-1-ol and were shown to cyclize to the δ-lactone of (12S)-(7E,10E)-5,12,13-trihydroxy-7,10-tridecadienoic acid with stannic chloride in nitromethane.

Marine metabolite - eicosanoid - asymmetric epoxidation - cyclopropane - δ-lactone