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      Stereoretentive Olefin Metathesis: An Avenue to Kinetic Selectivity

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          Fluorine in pharmaceuticals: looking beyond intuition.

          Fluorine substituents have become a widespread and important drug component, their introduction facilitated by the development of safe and selective fluorinating agents. Organofluorine affects nearly all physical and adsorption, distribution, metabolism, and excretion properties of a lead compound. Its inductive effects are relatively well understood, enhancing bioavailability, for example, by reducing the basicity of neighboring amines. In contrast, exploration of the specific influence of carbon-fluorine single bonds on docking interactions, whether through direct contact with the protein or through stereoelectronic effects on molecular conformation of the drug, has only recently begun. Here, we review experimental progress in this vein and add complementary analysis based on comprehensive searches in the Cambridge Structural Database and the Protein Data Bank.
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            Olefin Metathesis and Beyond

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              Molybdenum and tungsten imido alkylidene complexes as efficient olefin-metathesis catalysts.

              Catalytic olefin metathesis has quickly emerged as one of the most often-used transformations in modern chemical synthesis. One class of catalysts that has led the way to this significant development are the high-oxidation-state alkylidene complexes of molybdenum. In this review key observations that resulted in the discovery and development of molybdenum- and tungsten-based metathesis catalysts are outlined. An account of the utility of molybdenum catalysts in the synthesis of biologically significant molecules is provided as well. Another focus of the review is the use of chiral molybdenum complexes for enantioselective synthesis. These highly efficient catalysts provide unique access to materials of exceptional enantiomeric purity and often without generating solvent waste.
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                Author and article information

                Journal
                Angewandte Chemie International Edition
                Angew. Chem. Int. Ed.
                Wiley
                14337851
                September 04 2017
                September 04 2017
                July 26 2017
                : 56
                : 37
                : 11024-11036
                Affiliations
                [1 ]Division of Chemistry and Chemical Engineering; California Institute of Technology; 1200 E California Blvd. Pasadena CA 91125 USA
                Article
                10.1002/anie.201704686
                aed4b79d-64b1-4688-b786-551ad634d12c
                © 2017

                http://doi.wiley.com/10.1002/tdm_license_1.1

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