Lewis Acid Catalysed Activation of Zerumbone towards Sesquiterpenoid Derivatives: Sustainable Utilisation of Abundant Natural Resources towards Chemically Diverse Architectures
B. P. Dhanya, G. Gopalan, P. Sasikumar, S. Neethu, M. T. Meenu, P. Sharathna, Jubi John,* Sunil Varughese, M. Sabu, Mathew Dan, K. V Radhakrishnan*
A facile Lewis-acid-catalyzed method for the synthesis of structurally diverse sesquiterpenoid derivatives from readily available and abundant 11-membered natural product zerumbone has been developed. Starting from zerumbone, we have developed an efficient cyclization process for the creation of [5.7], [5.8], and [5.8.3] fused-ring systems. This process was exemplified by the selective functionalization of zerumbone; by controlling the conformation of the 11?membered ring, the ring-closing process could be tuned to afford the fused-ring system of choice.
Asian J. Org. Chem., 2018, 7, 471-476.