Abstract
Using the synthesis of the heterodimeric phloroglucinyl pyrone arzanol as a benchmark reaction, a carba-version of the Betti multicomponent reaction has been developed. Capitalizing on the fluorous activation of the phenolic component and the use of iminium ions as bivalent and "transmissive" aldehyde equivalents, the reaction has been used to colonize a biologically privileged but previously inaccessible area of chemical space and investigate the structure-activity relationships of arzanol towards a series of proinflammatory targets (mPGES-1, 5-LO). Using the synthesis of the heterodimeric phloroglucinyl pyrone arzanol as a benchmark reaction, a carba-version of the venerable Betti multicomponent reaction has been developed and applied to the "colonization" of a biologically privileged but previously inaccessible area of chemical space.
Lingua originale | Inglese |
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pagine (da-a) | 772-779 |
Numero di pagine | 8 |
Rivista | European Journal of Organic Chemistry |
Numero di pubblicazione | 4 |
DOI | |
Stato di pubblicazione | Pubblicato - 2012 |