| Title: | Continuous Flow Z-Stereoselective Olefin Metathesis: Development and Applications in the Synthesis of Pheromones and Macrocyclic Odorant Molecules* |
| Author(s): | Morvan J; McBride T; Curbet I; Colombel-Rouen S; Roisnel T; Crevisy C; Browne DL; Mauduit M; |
| Address: | "Univ Rennes, Ecole Nationale Superieure de Chimie de Rennes, CNRS, ISCR UMR 6226, 35000, Rennes, France. Cardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, UK. UCL School of Pharmacy (Room 210), 29-39 Brunswick Square, London, WC1 1AX, UK" |
| ISSN/ISBN: | 1521-3773 (Electronic) 1433-7851 (Linking) |
| Abstract: | "The first continuous flow Z-selective olefin metathesis process is reported. Key to realizing this process was the adequate choice of stereoselective catalysts combined with the design of an appropriate continuous reactor setup. The designed continuous process permits various self-, cross- and macro-ring-closing-metathesis reactions, delivering products in high selectivity and short residence times. This technique is exemplified by direct application to the preparation of a range of pheromones and macrocyclic odorant molecules and culminates in a telescoped Z-selective cross-metathesis/ Dieckmann cyclisation sequence to access (Z)-Civetone, incorporating a serial array of continually stirred tank reactors" |
| Keywords: | (Z)-Civetone Z-selectivity continuous flow olefin metathesis pheromones; |
| Notes: | "PubMed-not-MEDLINEMorvan, Jennifer McBride, Tom Curbet, Idriss Colombel-Rouen, Sophie Roisnel, Thierry Crevisy, Christophe Browne, Duncan L Mauduit, Marc eng Research Support, Non-U.S. Gov't Germany 2021/06/30 Angew Chem Int Ed Engl. 2021 Sep 1; 60(36):19685-19690. doi: 10.1002/anie.202106410. Epub 2021 Aug 1" |
