Z-Selective Horner-Wadsworth-Emmons reaction of ethyl (diarylphosphono) acetates using sodium iodide and DBU

K Ando, T Oishi, M Hirama, H Ohno…

Index: Ando, Kaori; Oishi, Tohru; Hirama, Masahiro; Ohno, Hiroaki; Ibuka, Toshiro Journal of Organic Chemistry, 2000 , vol. 65, # 15 p. 4745 - 4749

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Citation Number: 147

Abstract

Results Z-Selective Horner-Wadsworth-Emmons Reac-tion of Ethyl (Diarylphosphono) acetate in the Presence of Amine. The HWE reaction of ethyl (diphenylphosphono) acetate 1a6d with 2-ethylhexanal in the presence of amine base was performed in order to establish the best reaction conditions (Table 1). Following the Masamune-Roush procedure, 2 1a in acetonitrile was treated with DBU in the presence of LiCl, followed by the addition of 2- ...