Diversifying Complexity by Domino Benzannulation of Polycyclic Natural Products
Herein we describe a salicylaldehyde-annulation reaction as a plug and play toolkit to diversify the complexity of naturally occurring ketones. The protocol entails the transformation of the polycyclic natural ketone into its propargyl vinyl ether derivative (two synthetic steps) and its microwave-assisted imidazole-catalyzed domino rearrangement to generate the salicylaldehyde ring. This annexed unit allows further synthetic transformations: e.g., the installation of a pharmacophore module to generate natural product–pharmacophore hybrids endowed with unknown biological (pharmaceutical) annotations.
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Main Authors: | Tejedor, David, Delgado-Hernández, Samuel, Carballo, Rubén M., Dapueto, Rosina, Mena-Rejón, Gonzalo J., García-Tellado, Fernando |
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Other Authors: | Ministerio de Economía y Competitividad (España) |
Format: | artículo biblioteca |
Language: | English |
Published: |
American Chemical Society
2017-05-03
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Online Access: | http://hdl.handle.net/10261/164688 http://dx.doi.org/10.13039/501100003141 http://dx.doi.org/10.13039/501100003339 http://dx.doi.org/10.13039/501100003329 |
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