An enamine controlling group for rhodium-catalyzed intermolecular hydroacylation |
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Authors: | Robert N Straker Michele Formica James D Lupton Jingze Niu Michael C Willis |
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Institution: | Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK |
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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. |
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Keywords: | Hydroacylation Catalysis Heterocycle Rhodium |
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