[reaction: see text] A phosphine ligand served as a remarkable chemo-switch for the silver-catalyzed reaction of alkynes with aldehydes in the presence of amines in water. Exclusive aldehyde-alkyne-amine coupling product was observed in the absence of phosphine, whereas in the presence of a phosphine ligand, exclusive aldehyde-alkyne coupling product was obtained.
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Yao et al. (2005) studied this question.
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