posted on 2021-06-04, 11:34authored byKalina Doytchinova, Jeffrey D. Winkler
Synthesis of the octacyclic ring
system of citrofulvicin is described
in nine steps from readily available starting materials. Blocking
undesired intramolecular cyclization of a reactive β-diketone
intermediate by transient incorporation of a dithiolane ring led to
the formation of the requisite 1-hydroxy-2,4,6-trioxaadamantane ring
system of citrofulvicin.