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Total synthesis of garsubellin A.

Abstract
A concise approach to the laboratory synthesis of garsubellin A is described. Garsubellin A, an effective inducer of choline acetyltransferase (ChAT), has been shown to have potential as a therapeutic agent for the treatment of Alzheimer's disease. Starting from 3,5-dimethoxyphenol, the synthesis has provided garsubellin A in an 18-step sequence. Notable transformations include dearomative allylation, diastereoselective vinylogous lactonization, iodocarbocyclization, transannular Wurtz, and bridgehead functionalization reactions.
AuthorsDionicio R Siegel, Samuel J Danishefsky
JournalJournal of the American Chemical Society (J Am Chem Soc) Vol. 128 Issue 4 Pg. 1048-9 (Feb 01 2006) ISSN: 0002-7863 [Print] United States
PMID16433500 (Publication Type: Journal Article, Research Support, N.I.H., Extramural)
Chemical References
  • Terpenes
  • garsubellin A
Topics
  • Garcinia (chemistry)
  • Terpenes (chemical synthesis)

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