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An enamine controlling group for rhodium-catalyzed intermolecular hydroacylation
Authors:Robert N Straker  Michele Formica  James D Lupton  Jingze Niu  Michael C Willis
Institution:Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK
Abstract:An enamine-controlled hydroacylation of alkynes using a rhodium(I)/dppe catalyst system is described. The reaction is highly selective, forming the linear enaminone products as single regioisomers in all examples. In situ hydrolysis of the enamine functionality generated α-substituted 1,3-diketone products, and Lewis-acid mediated intramolecular conjugate addition of the hydroacylation products gave substituted hexahydroquinolones.
Keywords:Hydroacylation  Catalysis  Heterocycle  Rhodium
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