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- W989347860 abstract "This chapter discusses the chemical synthesis of furanoid fatty acids. The occurrence of furanoid fatty acids in nature seems to be more widespread than initially expected, at times in high concentrations and localized in certain organs or tissues. It is found that coupled with their unknown properties, the synthesis of furanoid fatty acids not only reconfirms the material that had been characterized by degradation and spectrometric methods. The classical approach to furan ring formation consists of acid-catalyzed cyclodehydration of dimethylene-interrupted dioxo compounds. Methyl linoleate, linolenate, ricinoleate, and a few other less common naturally occurring fatty acids— namely, vernolic, and ximenynic acids, have been used as starting material for furanoid fatty acid production. Methyl ricinoleate has proved to be the most potent substrate in selectively producing a single positional furanoid derivative, as the hydroxy function in natural ricinoleic acid is localized at C-12. Alkylation of furan at its relatively more reactive 2- or 5-position of the ring was achieved by initial treatment of furan with a molar equivalent of butyl lithium to form the 2-1ithiofuran derivative, which was condensed with 1-bromoalkane of the required chain length." @default.
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- W989347860 date "1981-01-01" @default.
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- W989347860 title "[32] Chemical synthesis of furanoid fatty acids" @default.
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- W989347860 doi "https://doi.org/10.1016/s0076-6879(81)72034-2" @default.
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