Open AccessSynthesis of the Benz[a]anthraquinone Core of Angucyclinone Antibiotics
Author(s) -
Aris Kalogerakis,
Ulrich Groth
Publication year - 2003
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol0274920
Subject(s) - chemistry , anthraquinone , anthraquinones , cycloaddition , core (optical fiber) , combinatorial chemistry , catalysis , antibiotics , cobalt , stereochemistry , organic chemistry , computer science , biochemistry , telecommunications , botany , biology
[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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