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- W2803283931 abstract "Abstract γ‐Lactones are an important class of fine chemical products and are widely used in perfumes, medicines, pesticides, dyes, and other fields. Herein, a new method for γ‐lactones preparation based on ring contraction was developed. Starting from macrolides, W(OTf) 6 was used to catalyze the ring‐opening polymerization then depolymerization. The depolymerization step was not a common ring‐closing process, and the carbon number of the ring was reduced one by one by rearrangement to form the most thermodynamically stable five‐membered ring compounds. γ‐Caprolactone (180 °C for 10 h) was obtained in a yield of 94 % when [EMIM]OTf was used as the solvent, and the yield of isolated product was up to 85 %. The interaction of various components and the reaction mechanism were studied by FTIR spectroscopy and 1 H NMR spectroscopy, respectively. Furthermore, γ‐lactones could be produced when the substrate was extended to terminal hydroxyfatty acids. Unexpectedly, the catalyst was poisoned by 1 equivalent of H 2 O added during the process and thus the yield decreased greatly. The reaction is green and simple, and proceeds in one pot with high atom economy (100 % for macrolides and with water as the only byproduct for terminal hydroxyfatty acid), which provides a promising approach to synthesizing γ‐lactones." @default.
- W2803283931 created "2018-06-01" @default.
- W2803283931 creator A5051172448 @default.
- W2803283931 creator A5058599098 @default.
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- W2803283931 date "2018-06-21" @default.
- W2803283931 modified "2023-10-15" @default.
- W2803283931 title "W(OTf)<sub>6</sub> -Catalyzed Synthesis of γ-Lactones by Ring Contraction of Macrolides or Ring Closing of Terminal Hydroxyfatty Acids in Ionic Liquid" @default.
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- W2803283931 doi "https://doi.org/10.1002/cssc.201800587" @default.
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