Synthesis of Vineomycinone B2 Methyl Ester

doi:10.1055/s-2007-968187

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Synfacts 2007(3): 0236-0236
DOI: 10.1055/s-2007-968187

Synthesis of Natural Products and Potential Drugs

Synthesis of Vineomycinone B₂ Methyl Ester

Contributor(s): Philip Kocienski
C.-L. Chen, S. M. Sparks, S. F. Martin*
University of Texas at Austin, USA

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Publication History

Publication Date:
20 February 2007 (online)

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Significance

The vineomycins, metabolites of Streptomyces matensis vineus, are active against Gram-positive bacteria and murine sarcoma-180 tumors. The Martin synthesis is notable for its use of disposable silicon tethers to control the regiochemistry in two tandem benzyne-furan cycloadditions used to create the anthraquinone core.