Synthesis of (+/-)-Desmarestene and (+/-)-Viridiene, the Two Sperm Releasing and Attracting Pheromones from the Brown Algae Desmarestia aculeata and Desmarestia viridis

Article abstract of DOI:10.1002/hlca.19820650742

Desmarestene 1 6-(1Z,3-butadienyl)-1,4-cycloheptadiene) and viridiene 3 cis-3-(1Z,3-butadienyl)-4-vinylcyclopentene) are chemical messengers for male gametes of the brown algae Desmarestia aculeata and Desmarestia viridis.Total syntheses of 1, 3 and their stereoisomers 1a, 3a-c are reported.Gas-chromatographic comparison of synthetic 1 and 3 with the corresponding natural products has established their structural identity.