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Synthesis of (±)-ircinianin, a marine sponge sesterterpene

✍ Scribed by Kei Takeda; Masa-aki Sato; Eiichi Yoshii


Book ID
104218027
Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
191 KB
Volume
27
Category
Article
ISSN
0040-4039

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✦ Synopsis


A biogenetic-type synthesis of (+)-ircinianin (1) via intramolecular Diels-Alder reaction of 2 is described.

..l Ircinianin (l), a sesterterpene isolated from marine sponge Ircinia wistarll , 1s structurally unique among those isolated from the same species such as fasciculatin (3)' and strobilinin (4)3 in that it contains a tricyclic spirotetronic acid system. It has been suggested that 1 would be biosynthesized from the triene 2 via intramolecular Diels-Alder reaction. la In


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Ircinianin, a Novel Sesterterpene from a
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## Abstract Ircinianin (**2**), a new furano‐sesterterpenetertronic acid, has been isolated from a marine sponge of the genus __Ircinia.__ Structure **2** has been established by X‐ray diffraction methods.

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