Synthesis of Anatoxin-a. A Constituent of Blue-Green Freshwater Algae.
- 1 January 1987
- journal article
- research article
- Published by Danish Chemical Society in Acta Chemica Scandinavica
- Vol. 41b (3) , 180-183
- https://doi.org/10.3891/acta.chem.scand.41b-0180
Abstract
Anatoxin-a is a naturally occurring neurotoxin produced by the blue-green alga Anabaena flos-aquae and is a potent muscarinic and nicotinic receptor agonist. An improved synthetic pathway to racemic anatoxin-a is presented which opens possibilities for easy introduction of various side-chains for structure-activity relationship studies. Starting from 9-methyl-9-aza[4.2.1]nonan-2-one, the .alpha.,.beta.-enone structural element was introduced using Seebach''s carbonyl-"umpolung" method, followed by N-demethylation and dethioketalization to give pure anatoxin-a.This publication has 5 references indexed in Scilit:
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