Helvetica Chimica Acta p. 751 - 758 (1992)
Update date:2022-08-05
Topics:
Wirth, Dieter
Boland, Wilhelm
Mueller, Dieter G.
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 (2R,3R,1'S,5'S).Highly diastereoselective syntheses and the biological activities of three diastereoisomers of 1 are described.Compound (+)-(2R,3R,1'S,5'S)-1 is the first fully characterized epoxypheromone from marine brown algae (Phaeophyceae).
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