81423-39-4Relevant academic research and scientific papers
Total synthesis and biological evaluation of an antifungal tricyclic o-hydroxy-p-quinone methide diterpenoid
Huang, Jinhua,Foyle, Dylan,Lin, Xiaorong,Yang, Jiong
, p. 9166 - 9173 (2013/10/08)
A convergent route has been developed to synthesize an antifungal tricyclic o-hydroxy-p-quinone methide diterpenoid and analogues. A Li/naphthalene- mediated reductive alkylation was employed for coupling β-cyclocitral and the corresponding benzyl chloride, while a BBr3-mediated one-pot bis-demethylation and intramolecular Friedel-Crafts alkylation was used to assemble the tricyclic molecular skeleton. The structure-activity relationship of the diterpenoid was assessed on the basis of antiproliferation assays of the natural product and analogues against strains of pathogenic yeasts and filamentous fungi.
Benzocyclobutenones as Synthons for the Synthesis of C-11 Oxygenated Diterpenoids. Application to the Total Synthesis of (+/-)-Taxodione
Stevens, Robert V.,Bisacchi, Gregory S.
, p. 2396 - 2399 (2007/10/02)
An efficient ten-step total synthesis of racemic taxodione is described.Key steps involve the regiospecific synthesis of benzocyclobutenone 8 via a cycloaddition (6 to 8) and a regioselective base-catalysed opening of benzocyclobutenol 13 to afford
