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Synthetic studies on asperparaline A.Synthesis of the spirosuccinimide ring system
β Scribed by Florenci Gonzalez; Juan F. Sanz-Cervera; Robert M. Williams
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 222 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
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 asperparaline A.
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The IJK-ring system of brevetoxin-B was stereoselectively synthesized based on the 6-endo-cyclizations of a hydroxy methylepoxide and a hydroxy styrylepoxide, and the direct introduction of the C-4 unit as the side chain.