ACS Catalysis
DOI: 10.1021/acscatal.8b00221
The first total synthesis of waihoensene, a tetracyclic diterpene containing an angular triquinane and a six-membered ring, with four contiguous quaternary carbon atoms, was achieved through the tandem cycloaddition reaction of an allenyl diazo substrate containing a six-membered ring via trimethylenemethane (TMM) diyl intermediate.
Taking a shortcurt: The total synthesis of waihoensene, a tetracyclic diterpene natural product with four contiguous quaternary carbon centers was achieved. Key step is a tandem cycloaddition reaction of an allenyl diazo substrate via a trimethylenemethane intermediate.