Total synthesis of leukotriene E4, a member of the SRS-A family

M Rosenberger, C Newkom, ER Aig

Index: Rosenberger; Newkom; Aig Journal of the American Chemical Society, 1983 , vol. 105, # 11 p. 3656 - 3661

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Citation Number: 28

Abstract

Abstract: Leukotriene E4 and two analogues homo-LTE4 and nor-LTE4 have been prepared via the intermediate epoxides. The epoxides were formed by the coupling of a polyenyne sulfonium salt with the required aldehyde-ester in a biphasic reaction system employing aqueous sodium hydroxide as the base for the generation of the ylide. Reduction of the acetylene bonds yielded the desired polyene epoxides which on treatment with L-cysteine ...