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Synfacts 2006(6): 0540-0540
DOI: 10.1055/s-2006-934493
DOI: 10.1055/s-2006-934493
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Spiruchostatin A
T. Doi*, Y. Iijima, K. Shin-ya, A. Ganesan, T. Takahashi*
Tokyo Institute of Technology, Japan
Further Information
Publication History
Publication Date:
19 May 2006 (online)
Significance
Spiruchostatin A inhibits histone deacetylases. It has potential for the treatment of cancer. The present synthesis has two notable features: (a) the use of a zirconium enolate to achieve a high diastereomeric ratio in the formation of the β-hydroxy acid C and (b) the penultimate macrolactonization reaction. Spiruchostatin was synthesized previously by S. M. Davidson and co-workers ( ChemBioChem 2005, 6, 162-170).