Structural and synthetic studies of the spore germination autoinhibitor, gloeosporone.

  title={Structural and synthetic studies of the spore germination autoinhibitor, gloeosporone.},
  author={Stuart L. Schreiber and Sarah E. Kelly and J. A. Jun. Porco and Tarek Sammakia and Edward Martin Suh},
  journal={Journal of the American Chemical Society},
  volume={110 18},
Gloeosporone 1 is an autoinhibitor of spore germination that was recently isolated from conidia of Colletotrichum gloeosporioides. The structure initially proposed by Meyer et al. contained an unusual oxOcane ring system (la). A stereoselective synthesis of one of the two possible stereoisomeric forms of the oxocane structure that cast doubt on the structural proposal is described. Reinvestigation of the natural product resulted in the formulation of a structure that contains a 14-membered… 

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