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A synthetic approach to the fusicoccane A-B ring fragment based on a Pauson-Khand cycloaddition/Norrish type 1 fragmentation

TitleA synthetic approach to the fusicoccane A-B ring fragment based on a Pauson-Khand cycloaddition/Norrish type 1 fragmentation
Publication TypeJournal Article
Year of Publication2008
AuthorsDake, GR, Fenster, EE, Patrick, BO
JournalJournal of Organic Chemistry
Volume73
Pagination6711-6715
Date PublishedSep
Type of ArticleArticle
ISBN Number0022-3263
KeywordsALLYLIC ALCOHOLS, BICYCLIC SYSTEMS, CARBONYL-COMPOUNDS, CEROPLASTIN NUCLEUS, CLOSING METATHESIS, CYCLIZATION, DOLASTANE DITERPENES, ENYNE METATHESIS, NATURAL-PRODUCTS, NAZAROV, ORGANIC-SYNTHESIS
Abstract

A synthetic approach to the A-B ring system within the fusicoccane family of diterpenes is presented. Key steps in this approach are a diastereoselective Pauson-Khand reaction, a Norrish 1 photofragmentation, a Charette cyclopropanation, and a ring-closing metathesis process.

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