Exploring Short and Efficient Synthetic Routes Using Titanocene(III)-Catalyzed Reactions: Total Synthesis of Natural Meroterpenes with Trisubstituted Unsaturations Rosales, Jennifer Justicia Ladrón De Guevara, José Terpenes Natural product Titanocene Synthetic methods Radicals This research was funded by FEDER (EDRF)/Junta de Andalucia-Consejeria de Transformacion Economica, Industria, Conocimiento y Universidades (P18-FR-2877), grant number A-FQM-079-UGR18. The stereo- and regioselective total syntheses of OMe derivatives of the scarce bioactive meroterpenoids makassaric acid (1) and fascioquinol B (2) have been accomplished. The synthetic sequences are based on the following three efficient and selective catalytic reactions: Cu-catalyzed addition of Grignard compounds to an epoxide; a regioselective Barbier-type reaction, catalyzed by Cp2TiCl; and regio- and stereoselective bioinspired cyclization, also catalyzed by Cp2TiCl. These three key processes allow us to obtain the main skeletons of 1 and 2 in a few steps. The valuable synthetic proposal shown in this work provides fast access to scarce, structurally complex meroterpenes with promising biological activities, which are a sustainable source for later studies and applications in medicine. 2022-05-10T10:47:52Z 2022-05-10T10:47:52Z 2022-04-08 info:eu-repo/semantics/article Rosales, J.; Cabrera, G.; Justicia, J. Exploring Short and Efficient Synthetic Routes Using Titanocene(III)-Catalyzed Reactions: Total Synthesis of Natural Meroterpenes with Trisubstituted Unsaturations. Molecules 2022, 27, 2400. [https://doi.org/10.3390/molecules27082400] http://hdl.handle.net/10481/74785 10.3390/molecules27082400 eng http://creativecommons.org/licenses/by/3.0/es/ info:eu-repo/semantics/openAccess Atribución 3.0 España MDPI