Construction of quaternary centres for natural polycycles: The Pauson–Khand approach

Construction of quaternary carbons is a challenge in PK chemistry, with few precedents in the literature. Starting from suitable functionalized enynes including an aromatic ring that templates the reaction, polycyclic ketones are obtained with a quaternary carbon. Special reaction conditions are necessary including the use of molecular sieves and co-catalysis with rhodium complexes jointly with cobalt carbonyl. The products obtained are intermediates in the synthesis of various natural products like the Hamigeran family and the steroidic alkaloid Conessine.

Starting from suitable functionalized enynes including an aromatic ring that templates the reaction, polycyclic ketones are obtained with a quaternary carbon. The products obtained are intermediates in the synthesis of various natural products like the Hamigeran family and the steroidic alkaloid Conessine.Figure optionsDownload as PowerPoint slide