Efficient and convenient pyridine ring-e formation of the cytotoxic marine alkaloid ascididemin and related analogues

Article abstract of DOI:10.1080/00397919708004128

Abstract Conversion of tetracyclic quinone 1 to the cytotoxic pentacyclic alkaloid ascididemin (2) in 80% yield is achieved by reaction with paraformaldehyde and ammonium chloride in refluxing acetic acid. High yielding annelations are also observed for the related analogues N-8 deaza ascididemin (3) and kuanoniamine A (4).

Full text of DOI:10.1080/00397919708004128

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Synthetic Communications: An
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Efficient and Convenient
Pyridine Ring-E Formation of
the Cytotoxic Marine Alkaloid
Ascididemin and Related
Analogues.
Brent S. Lindsay a , A. Norrie Pearce a & Brent R.
Copp a
a Department of Chemistry, University of Auckland,
Private Bag 92019, Auckland, New Zealand
Published online: 22 Aug 2006.
To cite this article: Brent S. Lindsay , A. Norrie Pearce & Brent R. Copp (1997)
Efficient and Convenient Pyridine Ring-E Formation of the Cytotoxic Marine Alkaloid
Ascididemin and Related Analogues., Synthetic Communications: An International
Journal for Rapid Communication of Synthetic Organic Chemistry, 27:15, 2587-2592,
DOI: 10.1080/00397919708004128
To link to this article: http://dx.doi.org/10.1080/00397919708004128
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