Continuous Flow Z-stereoselective Olefin Metathesis: Development and Applications in the Synthesis of Pheromones and Macrocyclic Odorant Molecules

Autor: Duncan L. Browne, Marc Mauduit, Sophie Colombel-Rouen, Tom McBride, Jennifer Morvan, Thierry Roisnel, Idriss Curbet, Christophe Crévisy

Publikováno v: Angewandte Chemie International Edition
Angewandte Chemie International Edition, 2021, 60 (36), pp.19685-19690. ⟨10.1002/anie.202106410⟩
Angewandte Chemie International Edition, Wiley-VCH Verlag, 2021, ⟨10.1002/anie.202106410⟩

International audience; 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 setu

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::054d7ff276ef6082244daff77f7adf83
https://doi.org/10.26434/chemrxiv.14579133

Fluorinated Musk Fragrances: The CF2Group as a Conformational Bias Influencing the Odour of Civetone and (R)-Muscone

Autor: Alexandra M. Z. Slawin, David O'Hagan, Mingyan Yang, Ricardo Callejo, Michael J. Corr, Mingan Wang, David B. Cordes

Publikováno v: Chemistry - A European Journal. 22:8137-8151

This work was supported by the Engineering and Physical Sciences Research Council (EPSRC) and the European Research Council (ERC). The authors acknowledge the EPSRC National Mass Spectrometry Facility (Swansea). M.Y. thanks the China Scholarship Coun

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::32303f8beb2ff64a1ea8e6e557031b37
https://doi.org/10.1002/chem.201600519

New macrocyclic compounds from the secretions of the civet cat and the musk rat

Autor: R. Klok, D.H. Nugteren, D. A. van Dorp

Publikováno v: Recueil des Travaux Chimiques des Pays-Bas. 92:915-928

The odoriferous glands of the civet cat and the musk rat contain not only the limited number of macrocyclic components described in the classical literature, such as civetone (9cis-cycloheptadecenone), but a whole spectrum of saturated and unsaturate

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::6c5f542ac56c0e6c1256f91a67fce9c0
https://doi.org/10.1002/recl.19730920813

Ring closing alkyne metathesis: stereoselective synthesis of civetone

Autor: Alois Fürstner, Günter Seidel

Publikováno v: Journal of Organometallic Chemistry. 606:75-78

A concise and stereoselective synthesis of the macrocyclic musk civetone 6 is reported starting from readily available 9-undecynol. The key steps comprise a ring closing metathesis of diyne 4 followed by Lindlar reduction of the resulting cycloalkyne

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::0a0f96c5952490a850e654f5a8942d60
https://doi.org/10.1016/s0022-328x(00)00096-6

Metathesis of unsaturated fatty acid esters and fatty oils

Autor: Johannes C. Mol

Publikováno v: Journal of Molecular Catalysis. 90:185-199

Self-metathesis of unsaturated fatty acid esters provides a convenient route to unsaturated diesters which can be used as intermediate for the production of polymers and other useful chemical products such as civetone. Cross-metathesis reactions with

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::0bd0f73b8925efc08176c6a18e7ceb19
https://doi.org/10.1016/0304-5102(94)00009-3