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Synthetic strategies based on aromatic metalation - cross coupling links. A concise formal synthesis of the azaphenanthrene alkaloid eupolauramine

โœ Scribed by X. Wang; V. Snieckus


Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
81 KB
Volume
32
Category
Article
ISSN
0040-4039

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Synthetic strategies based on aromatic m
โœ X. Wang; V. Snieckus ๐Ÿ“‚ Article ๐Ÿ“… 1991 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 126 KB

An efficient synthesis of gymnopusin (2) using ortho metalation, Suzuki cross coupling, and new anionic Fries rearrangement (3) steps has been achieved. Gymnopusin, an unusual C-9(-10)-oxygenated phenanthrene isolated from Bulbophyllum gymnopus (Orchidaceae) was originally assigned structure 1,1 bu