Deep-Sea Discovery and Detective Work: Towards Solving the Hemicalide Structural Enigma through Computational NMR Analysis and Stereocontrolled Synthesis

The marine natural product hemicalide displays potent anticancer activity. While detailed NMR experiments established the planar carbon skeleton, its full configurational assignment proved enigmatic. This Review summarises ongoing synthetic efforts and NMR studies on hemicalide, which have succeeded in reducing the number of possible stereoisomers from more than one million to a more manageable eight structures, setting the stage for a focused total synthesis campaign.

Automated summary

This Review summarizes the ongoing synthetic efforts and NMR studies on hemicalide, a marine natural product with potent anticancer activity. By reducing the number of possible stereoisomers and establishing a more manageable number of structures, it sets the stage for a focused total synthesis campaign.