Publication | Closed Access
Gold‐Catalyzed Hydroarylation of Alkynes
355
Citations
58
References
2003
Year
Opposite RegioselectivityEngineeringAucl 3Alkene MetathesisOrganic ChemistryOrganometallic CatalysisCatalysisHomogeneous CatalysisChemistryAsymmetric CatalysisBiomolecular EngineeringComplete Regioselectivity
Abstract The hydroarylation of aryl‐substituted alkynes by substituted electron‐rich arenes is catalyzed by AuCl 3 activated by such silver salts as AgSbF 6 . In the case of terminal alkynes, complete regioselectivity in favor of the 1,1‐disubstituted olefin is observed. In the case of electron‐poor alkynes such as acetylenecarboxylic acid ester, gold( I ) complexes such as [Ph 3 PAuCl] activated by Ag salts or BF 3 ·OEt 2 are the best catalysts, resulting in opposite regioselectivity and high degrees of ( Z )‐selectivity. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
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