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- Title
Absolute Configuration and Synthesis of (+)-Caudoxirene, the Gamete-Releasing and Gamete-Attracting Pheromone of the Brown Alga Perithalia caudata (Phaeophyceae).
- Authors
Wirth, Dieter; Boland, Wilhelm; Müller, Dieter G.
- Abstract
The absolute configuration of the gamete-releasing and -attracting pheromone 2-vinyl-3-(5′-vinylcyclopent-2′-enyl)oxirane ( =(+)-caudoxirene; (+)- 1) of the marine brown alga Perithalia caudata is established as (2 R,3 R,1′ S,5′ S). Highly diastereoselective syntheses and the biological activities of three diastereoisomers of 1 are described. Compound (+)-(2 R,3 R,1′ S,5′ S)- 1 is the first fully characterized epoxypheromone from marine brown algae (Phaeophyceae).
- Publication
Helvetica Chimica Acta, 1992, Vol 75, Issue 3, p751
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19920750311