A synthesis of (+/-)-Clusianone: High-yielding Bridgehead and Diketone substitutions by Regioselective Lithiation of Enol Ether derivatives of Bicyclo[3.3.1]nonane-2,4,9-triones

V Rodeschini, NM Ahmad, Nigel Simpkins

Research output: Contribution to journalArticle

62 Citations (Scopus)

Abstract

[Structure: see text] A concise synthesis of the polyprenylated acylphloroglucinol natural product, clusianone, in racemic form, is described. An Effenburger cyclization generated a core bicyclo[3.3.1]nonane-trione structure, which was then elaborated by means of regioselective lithiation reactions.
Original languageEnglish
Pages (from-to)5283-5285
Number of pages3
JournalOrganic Letters
Volume8
DOIs
Publication statusPublished - 9 Nov 2006

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