Synfacts 2007(3): 0236-0236  
DOI: 10.1055/s-2007-968187
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

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
Further Information

Publication History

Publication Date:
20 February 2007 (online)

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.