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Title: Synthesis of analogue structures of the p-quinone methide moiety of kendomycin. Author: Green MP, Pichlmair S, Marques MM, Martin HJ, Diwald O, Berger T, Mulzer J. Journal: Org Lett; 2004 Sep 02; 6(18):3131-4. PubMed ID: 15330605. Abstract: [reaction: see text] The synthesis of two model p-quinone methide ring systems of the antibiotic and antiosteoporotic compound kendomycin is reported. Two approaches were examined in detail, and the two-step (i) demethylation and (ii) DMDO oxidation were found to be reliable and generally applicable. Additionally, it was found that oxidation of a benzofuran by NaIO(4) on silica produced a long-lived semiquinone radical.[Abstract] [Full Text] [Related] [New Search]