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Synthesis of bridged nine-membered ring ethers: Studies directed towards the synthesis of eunicellin-based marine diterpenes

✍ Scribed by M. Nowakowski; H.M.R. Hoffmann

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 410 KB
Volume: 53
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(97)00152-x

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✦ Synopsis

A concise annulation-fragmentation strategy has been elaborated for the construction of the bridged nine-membered ring ether moiety of the eunicelline diterpenes. Key steps are a SmI:-induced Barbier cyclization and an oxidative ring fission using cerium(IV) ammonium nitrate (CAN)

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