Synthetic studies on jadomycins: synthesis of dimethyljadomycin A
โ Scribed by Yuhsuke Akagi; Shin-ichiro Yamada; Natsuno Etomi; Takuya Kumamoto; Waka Nakanishi; Tsutomu Ishikawa
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- French
- Weight
- 280 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0040-4039
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๐ SIMILAR VOLUMES
Total Synthesis of Jadomycin A and a Carbasugar Analogue of Jadomycin B\*\* Scheme 1. Jadomycin A, B and its analogue. Scheme 2. Retrosynthetic comparison for phenanthridine B-ring formation. Scheme 3. Our biomimetic approach toward the jadomycins.
A photooxygenation reaction of 2',2',4',4'-tetramethyl tetrahydroindole (9) followed by a pinacoltype rearrangement furnished 2',2 ',4',4'-tetramethyl-3-spirocydopentylsuccinimide (11). This transformation constitutes a model study for the synthesis of the spirosuccinimide ring system of asperparali
The 6,6-spiroketal system of reveromycin A (1), corresponding to the C9-C20 part, was Slm'eoseleetively synthesized and the absolute configuration at Cll, C12, C15, C18 and C19 of I was confirmed by the synthesis of the 5,6-spiroketal derivative degradated from 1.