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Synfacts 2007(4): 0350-0350
DOI: 10.1055/s-2007-968294
DOI: 10.1055/s-2007-968294
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Zaragozic Acids A and C
Y. Hirata, S. Nakamura, N. Watanabe, O. Kataoka, T. Kurosaki, M. Anada, S. Kitagaki, M. Shiro, S. Hashimoto*
Hokkaido University, Sapporo and Rigaku Corporation, Tokyo, Japan
Further Information
Publication History
Publication Date:
23 March 2007 (online)
Significance
Zaragozic acids A and C inhibit squalene synthase and farnesyl protein transferase. The Hashimoto synthesis uses a 1,3-dipolar cycloaddition to create the 2,8-dioxabicyclo[3.2.1]octane core rather than an intramolecular ketalization typically used in previous syntheses. This paper is notable for the detailed description of the problems encountered and their solution.