Eglinton modification

Novel polymerizable phosphatidylcholines were successfully synthesized by the research team of G. Just. To prepare a 32-membered macrocyclic diyne, the Eglinton modification of the Giaser coupiing was utilized. The diester-diyne starting material was slowly added to a refluxing solution containing 10 equivalents of cupric acetate in dry pyridine. The macrocycle was isolated in 54% yield after column chromatography. 

Nucleoside dimers linked by the butadiynediyi group were prepared by A. Burger et al. using the Eglinton modification of the Giaser coupiing via dimerization of 3 -C-ethynyl nucleosides. ... 

Although the Hay coupling has also been successfully used in the synthesis of cyclic oligoacetylenes (shown in the Section 1.3.3, Scheme 8) [6], for extended, macro-cyclic oligoacetylenes the modification presented by Eglinton and Galbraith [7a] is quite often the method of choice [2]. Here copper(II) acetate must be used in large excess, most commonly dissolved in pyridine or mixtures of pyridine and methanol... 

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