Total synthesis of the potent cAMP signaling agonist (-)-Alotaketal A

Jinhua Huang, Jessica R. Yang, Jin Zhang, Jiong Yang

Research output: Contribution to journalArticlepeer-review

35 Scopus citations


We have developed a convergent synthetic route to the potent cAMP signaling agonist (-)-alotaketal A that employs two stages of SmI 2-mediated reductive allylation reactions for assembling the polycycle and fragment coupling. Also notable are a Hg(OAc) 2-mediated selective alkene oxidation and the subtlety of the formation of the unprecedented spiroketal ring system. The probes AKAR4 and ICUE3 were used to evaluate the cAMP singaling agonistic activity of (-)-alotaketal A and elucidate its structure-activity relationship.

Original languageEnglish (US)
Pages (from-to)8806-8809
Number of pages4
JournalJournal of the American Chemical Society
Issue number21
StatePublished - May 30 2012

ASJC Scopus subject areas

  • General Chemistry
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry


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