Total synthesis of sordaricin.
[structure: see text] The total synthesis of sordaricin, the diterpene aglycone of an important class of antifungal compounds, is described. Two approaches were explored, the first of which utilized a possible biogenetic intramolecular [4 + 2] cycloaddition to form the complete carbon skeleton of the target molecule. A second approach using a tandem cycloreversion/intramolecular [4 + 2] cycloaddition sequence is also detailed.
Mander
Lewis N
LN
Research School of Chemistry, Australian National University, Canberra, ACT 0200, Australia. mander@rsc.anu.edu.au
Thomson
Regan J
RJ
D000935:Antifungal Agents / Q000138:chemical synthesis*; D003500:Cyclization; D004224:Diterpenes
D000935:Antifungal Agents; D004224:Diterpenes; C116705:sordaricin