Synthesis and Structure of the Diterpenoid Peucelinendiol

  1. Grande, Manuel 1
  2. Moran, Joaquín R. 1
  3. Alcázar, Victoria 1
  1. 1 Department of Organic Chemistry, F. C. Químicas, University of Salamanca
Journal:
Bulletin of the Chemical Society of Japan

ISSN: 0009-2673,  1348-0634

Year of publication: 1988

Volume: 61

Issue: 12

Pages: 4435-4437

Type: Article

DOI: 10.1246/BCSJ.61.4435 GOOGLE SCHOLAR lock_openOpen access editor

More publications in: Bulletin of the Chemical Society of Japan

Abstract

The synthesis of peucelinendiol has been carried out starting from geraniol, and using as a key intermediates the anion of phenylthiogeraniol and (−)-geraniol epoxide obtained by the Sharpless procedure. Its structure was stablished as (6S,7R)-7-hydroxymethyl-2,6,10,14-tetramethylpentadeca-2,9,13-trien-6-ol. Isopeucelinendiol, epipeucelinendiol, and epiisopeucelinendiol were also synthesized