Frondosin D belongs to a family of natural products called frondosins A-E which were discovered in 1997 from the sea sponge Dysidea frondosa. Frondosins have been the interest of the Ovaska lab and others for their inherent anti-inflammatory, anti-tumor and HIV- inhibitory activity. There have been previous syntheses for frondosins A-C by the Ovaska lab but there is currently no reported total synthesis for frondosin D. Two approaches have been developed and attempted by the Ovaska group. Both the A-D B-C and D-C-B-A approaches utalize the tandem 5-exo dig cyclization/Claisen rearrangement methodology developed by the Ovaska group to synthesize the fused 7 membered ring. While no total synthesis of frondosin D has been achieved by the Ovaska lab to date, the lab has generated promising future routes and advanced intermediates from both approaches in order to synthesize frondosin D.
Strauss, Clark, "Progression in the Synthesis of Frondosin D" (2023). Chemistry Honors Papers. 34.
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