✦ LIBER ✦

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

✍ Scribed by Wilhelm Boland; Karin Jakoby; Lothar Jaenicke

Publisher: John Wiley and Sons
Year: 1982
Tongue: German
Weight: 537 KB
Volume: 65
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19820650742

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✦ Synopsis

Abstract

Desmarestene 1 6‐(1__Z__,3‐butadienyl)‐1,4‐cycloheptadiene and viridiene 3 cis‐3‐(1__Z__, 3‐butadienyl)‐4‐vinylcyclopentene are chemical messengers for male gametes of the brown algae Desmarestia aculeate 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.

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