Resumen del póster presentado a la XXXVIII Reunión Bienal de la Real Sociedad Española de Química, celebrada en el Palacio de Congresos de Granada, del 27 de junio al 30 de junio de 2022.
Many organic reactions that initially start from aldehydes lead to products of biological interest. However, aldehydes over time, easily become contaminated with traces of their carboxylic acids. Thus, during the development of our previous Henry protocol, we realized that the presence of these acidic traces could inactivate the organocatalyst. Encouraged by this fact, we explored the possibility of producing in situ the aldehydes by oxidizing the corresponding alcohols. These chemicals are, in general, more convenient than aldehydes, mainly due to their high availability and stability, as well as their easier handling. The transformation of primary and secondary alcohols to obtain the corresponding carbonyl compounds for their subsequent reaction with nucleophiles in an organocatalytic and enantioselective manner has been scarcely explored. The Pudovik reaction is an important C-P bond-forming method in organic synthesis, based on the reaction of phosphorus nucleophiles with aldehydes. Herein, we want to present the first organocatalytic enantioselective Pudovik reaction starting from alcohols and the biological assessment of the final α-hydroxyphosphonates.