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Synthetic study of yonarolide: stereoselective construction of the tricyclic core

✍ Scribed by Yohei Ueda; Hideki Abe; Kazuo Iguchi; Hisanaka Ito

Publisher: Elsevier Science
Year: 2011
Tongue: French
Weight: 611 KB
Volume: 52
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2011.04.092

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✦ Synopsis

Stereoselective construction of the tricyclic core of yonarolide (1), a marine norditerpenoid, was achieved. This synthetic route includes a Diels-Alder reaction and an intramolecular aldol condensation. It also involves efficient epimerization through a retro-Michael reaction-Michael addition and will be applicable to the total synthesis of 1.

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