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Synthesis and absolute configuration of desmarestene, the gamete-releasing and gamete-attracting pheromone of the brown algae Desmarestia aculeata and D.firma (Phaeophyceae)

✍ Scribed by Sabine Pantke-Böcker; Georg Pohnert; Iris Fischer-Lui; Wilhelm Boland; Akira F. Peters


Book ID
103398184
Publisher
Elsevier Science
Year
1995
Tongue
French
Weight
591 KB
Volume
51
Category
Article
ISSN
0040-4020

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📜 SIMILAR VOLUMES


Absolute Configuration and Synthesis of
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Introduction. ~ During sexual reproduction, fertile female gametes of the marine brown alga Perithalia caudata release caudoxirene (1) as a specific chemical messenger. The signal is secreted together with two inactive by-products, namely viridiene (2, ca. 4%) and multifidene (3, ca. 8%) [l] [2] (Sc

Synthesis of (±)-Desmarestene and (±)-Vi
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## 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 t

Highly efficient synthesis of (±)-lamoxi
✍ Christian Hertweck; Wilhelm Boland 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 283 KB

An efficient and highly diastereoselective synthesis of lamoxiren¢ (cis-2-cyclohepta-2,5-dienyl-3-vinyloxirane, 4), the gamete releasing and -attracting pheromone of the Laminariales (Phaeophyceae), is reported. Ethyl cyclohepta-2,5-diene carbox~ylate ( ) is effectively alkylated to provide the svn-

Absolute Configuration of Multifidene an
✍ Wilhelm Boland; Karin Mertes; Lothar Jaenicke; Dieter G. Müller; Elsbet Fölster 📂 Article 📅 1983 🏛 John Wiley and Sons 🌐 German ⚖ 501 KB

## Abstract The absolute configurations of the two algal pheromones multifidene **1** and viridiene **2** were determined as (+)‐(3__S__, 4__S__)‐3‐[(__Z__)‐1‐butenyl]‐4‐vinylcyclopentene and (+)‐(3__R__, 4__S__)‐3‐[(1__Z__)‐1, 3‐butadienyl]‐4‐vinylcyclopentene, respectively. The strategy involves