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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Total synthesis of oxazolomycins
Jun Ishihara1, Susumi Hatakeyama
1Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki, 852-8521, Japan. susumi@nagasaki-u.ac.jp.
Abstract:
The oxazolomycin family of antibiotics, isolated from several Streptomyces strains, are intriguing molecules for synthesis due to their characteristic oxazole polyene lactam-lactone structures and significant antiviral, antibacterial, and antitumor biological activities. In the last ten years, we have been addressing synthetic problems to accomplish the total syntheses of neooxazolomycin and oxazolomycin A as well as the related antibiotics, inthomycins A, B, and C, which have truncated structures corresponding to the left-hand fragments. This account describes an overview of our synthetic efforts toward these natural products focusing on the strategies and methodologies we devised.
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