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Total syntheses of the marine sponge pigments fascaplysin and homofascaplysin B and C

✍ Scribed by Gribble, Gordon W.; Pelcman, Benjamin

Book ID
115454687
Publisher
American Chemical Society
Year
1992
Tongue
English
Weight
924 KB
Volume
57
Category
Article
ISSN
0022-3263

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Total synthesis of the marine sponge pig
Total synthesis of the marine sponge pigment fascaplysin
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Fascaplysin (I), an antimicrobial and cytotoxic red pigment from the marine sponge Fascaplysinopsis sp., has been synthesized in seven steps from indole (65% yield). The pivotal intermediate in the synthesis is diindole 3 which is induced to undergo acid-catalyzed cyclization and dehydrogenation to

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Fascaplysin 1, an antimicrobial and cytotoxic red pigment of the marine sponge Fascaplysinopsis sp.. has been synthesized in five steps from tryptamine 2 in 44% overall yield. The key steps in the synthesis are: (a) dehydrogenation of the dihydro-13-.carboline intermediate 4 simultaneously with its

ChemInform Abstract: Silver Catalyzed Ca
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## Abstract Indoloisoquinolines (III) and benzazepino[2,1‐a]isoquinolines (V) are obtained in good yields by a silver‐catalyzed cascade cyclization of acetylenic aldehydes (I).