Synthesis and absolute stereochemistry of the bicyclic goniofupyranone core

A bicyclic goniofupyranone core was synthesized from argentilactone using epoxide as an intermediate. The absolute stereochemistry of all asymmetric centers of a compound possessing the 2,6-dioxabicyclo [3.2.1]-octan-3-one moiety were unambiguously determined directly from X-ray data for the first time. Additionally, the absolute stereochemistry of the major epoxide was reported.

► Synthesis of a bicyclic goniofupyranone core from argentilactone.
► Absolute stereochemistry determined from X-ray data.
► Absolute stereochemistry of the epoxide from argentilactone.