A general highly regio- and stereoselective palladium-catalyzed head-to-head dimerization reaction of terminal acetylenes is presented. This methodology allows for the efficient synthesis of a variety of 1,4-enynes as single E stereoisomers. Computational studies reveal that this dimerization reaction proceeds via the hydropalladation pathway.
General and Selective Head-to-Head Dimerization of Terminal Alkynes Proceeding via Hydropalladation Pathway. -Aromatic, heteroaromatic and aliphatic alkynes, bearing a wide range of functional groups can be applied. In some cases, the method offers a significant yield increase compared to known methods. The reaction is not sensitive to steric effects. -(JAHIER, C.; ZATOLOCHNAYA, O. V.; ZVYAGINTSEV, N. V.; ANANIKOV, V. P.; GEVORGYAN*, V.; Org. Lett. 14 (2012) 11, 2846-2849, http://dx.doi.org/10.1021/ol3010936 ; Dep. Chem., Univ. Ill., Chicago, IL 60607, USA; Eng.) -R. Steudel 40-107
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