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A Concise Asymmetric Synthesis of the Marine Hepatotoxin 7‐Epicylindrospermopsin

2004; Wiley; Volume: 43; Issue: 22 Linguagem: Inglês

10.1002/anie.200454208

1521-3773

Ryan Looper, Robert M. Williams,

Chemical synthesis and alkaloids

Born from a simple amino acid …︁ the potent hepatotoxic cyanobacterial alkaloid 7-epicylindrospermopsin (see picture) has been synthesized through a concise asymmetric eighteen-step route. An intramolecular 1,3-dipolar cycloaddition and a nitroaldol reaction are key steps in the construction of the natural product from a precursor with a single stereogenic center. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2004/z54208_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.