A stereoselective synthesis of the proposed and actual structures of the natural products preussochromones E and F is reported. The key step is a ring-closing metathesis to close the five-membered… Click to show full abstract
A stereoselective synthesis of the proposed and actual structures of the natural products preussochromones E and F is reported. The key step is a ring-closing metathesis to close the five-membered ring and install the trans configuration of the annulated five-six ring system. The analysis of the 3J NMR couplings of the isolated natural product with the synthesized compound revealed its real structure with a cis annulation, which could also be synthesized using an intramolecular aldol reaction of a vic-tricarbonyl compound.
               
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