Synthesis of the benz[a]anthraquinone core of angucyclinone antibiotics.

Org Lett

Fachbereich Chemie, Universität Konstanz, Fach M-720, Universitaetsstrasse 10, 78457 Konstanz, Germany.

Published: March 2003

[reaction: see text] A general method for the synthesis of benz[a]anthraquinones is reported. The key step is a catalytic cobalt-mediated [2+2+2]-cycloaddition of a triyne, which affords an angularly substituted tetracycle. Oxidation of this core gives the typical structure of angucyclinone antibiotics.

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http://dx.doi.org/10.1021/ol0274920DOI Listing

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