Total Synthesis of Lissodendoric Acid A via Stereospecific trapping of a Strained Cyclic Allene
Neil Garg used stereospecific trapping of a strained cyclic allene in the synthesis of lissodendoric acid A.
Over the last decades, it has become apparent that a key priority in the realms of medicinal chemistry and drug discovery was the transition from predominantly aromatic 2D drug candidates (the so called “flatlands”) to more complex 3D structures, to access novel chemical spaces and – consequently – expanding the structural range of drug candidates. In this context, highly strained and reactive cyclic compounds are increasingly used for accessing complex non-aromatic cyclic structures in stereo- and regio-controlled manner. Very much influenced by the pharmaceutical community and desires to ‘escape the flatlands’, the laboratory of Professor Neil Garg at UCLA (USA) became interested in non-aromatic strained heterocyclic compounds , specifically strained cyclic allene. Here, its use in the synthesis of lissodendoric acid A is presented.