Total synthesis of 7, 7-, 10, 10-, and 13, 13-difluoroarachidonic acids

PY Kwok, FW Muellner, CK Chen…

Index: Kwok, Pui-Yan; Muellner, Frank W.; Chen, Chien-Kuang; Fried, Josef Journal of the American Chemical Society, 1987 , vol. 109, # 12 p. 3684 - 3692

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Citation Number: 66

Abstract

Abstract: General methodology is described for the synthesis of polyunsaturated fatty acids, in which one of the methylene groups between cis double bonds is replaced by a CF2 group. This is exemplified by the preparation of 7, 7-, 10, 10-, and 13, 13-difluoroarachidonic acids 22, Ma, and 30, respectively. Crucial to the synthesis is the preparation of the fluorodiacetylenic system 7 by a chain reaction involving an acetylenic anion containing ...