An enamine controlling group for rhodium-catalyzed intermolecular hydroacylation
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 p...
| Main Authors: | , , , , |
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| Format: | Journal article |
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Elsevier
2018
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| _version_ | 1826292577385578496 |
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| author | Straker, R Formica, M Lupton, J Niu, J Willis, M |
| author_facet | Straker, R Formica, M Lupton, J Niu, J Willis, M |
| author_sort | Straker, R |
| collection | OXFORD |
| description | 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. |
| first_indexed | 2024-03-07T03:16:51Z |
| format | Journal article |
| id | oxford-uuid:b6119d6f-e517-4cec-9011-1056c00d45cb |
| institution | University of Oxford |
| last_indexed | 2024-03-07T03:16:51Z |
| publishDate | 2018 |
| publisher | Elsevier |
| record_format | dspace |
| spelling | oxford-uuid:b6119d6f-e517-4cec-9011-1056c00d45cb2022-03-27T04:38:21ZAn enamine controlling group for rhodium-catalyzed intermolecular hydroacylationJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:b6119d6f-e517-4cec-9011-1056c00d45cbSymplectic Elements at OxfordElsevier2018Straker, RFormica, MLupton, JNiu, JWillis, MAn 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. |
| spellingShingle | Straker, R Formica, M Lupton, J Niu, J Willis, M An enamine controlling group for rhodium-catalyzed intermolecular hydroacylation |
| title | An enamine controlling group for rhodium-catalyzed intermolecular hydroacylation |
| title_full | An enamine controlling group for rhodium-catalyzed intermolecular hydroacylation |
| title_fullStr | An enamine controlling group for rhodium-catalyzed intermolecular hydroacylation |
| title_full_unstemmed | An enamine controlling group for rhodium-catalyzed intermolecular hydroacylation |
| title_short | An enamine controlling group for rhodium-catalyzed intermolecular hydroacylation |
| title_sort | enamine controlling group for rhodium catalyzed intermolecular hydroacylation |
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