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TBD/Al2O3: a novel catalytic system for dynamic intermolecular aldol reactions that exhibit complex system behaviour
Angel Martínez-Castañeda1, Humberto Rodríguez-Solla, Carmen Concellón
1Departamento de Química Orgánica e Inorgánica, Universidad de Oviedo, C/Julián Clavería 8, 33006 Oviedo, Spain.
Abstract:
The heterogeneous system TBD/Al(2)O(3) is an efficient catalyst for the intermolecular aldol reaction between ketones and aromatic aldehydes. This system operates with low catalysts loading (10%), in water or organic solvents, and with short reaction times. The desired aldol products are rendered cleanly. Experiments confirmed that this aldol protocol is reversible, and allowed for the preparation of dynamic combinatorial libraries (DCLs) of interconverting aldols. Analysis of these DCLs showed up how properties such as diastereoselectivity can emerge unpredictably from the library when it is considered as a whole.
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