Sarcoglane, a  cytotoxic  diterpene  metabolite produced  by  the  soft  coral  Sarcophyton  glaucum,  possesses  a  unique  tricyclo[7,5, 010,14] [7.5.0]tetradecenone  ring  system, the biogenesis of which could originate from a cembrane precursor.  To investigate the chemical (non-enymatic) feasibility of such a transformation, the cembrane  is the focus of recent synthetic efforts.  The synthetic approach has focused on the preparation of a synthon, similar to geranial, from which both halves of the final macrocycle can be derived.

Efforts towards the preparation of a cembrane precursor to sarcoglane

243rd National Meeting (2012)

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