A New Synthetic Approach to the Polycyclic Polyprenylated Acylphloroglucinols

Roxana Ciochina, Robert B. Grossman

Research output: Contribution to journalArticlepeer-review

41 Citations (SciVal)

Abstract

(Equation presented) The three-carbon α,α′-annulation of a sterically hindered cyclic β-keto ester can be achieved by alkynylation with 3,3-dietnoxypropyne, syn reduction of the alkyne with Co 2(CO)8 and Et3SiH, and an intramolecular aldol reaction. The method is potentially useful for the synthesis of nemorosone, hyperforin, and other polycyclic polyprenylated acylphloroglucinols.

Original languageEnglish
Pages (from-to)4619-4621
Number of pages3
JournalOrganic Letters
Volume5
Issue number24
DOIs
StatePublished - Nov 27 2003

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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