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BODIPY as electron withdrawing group for the activation of double bonds in asymmetric cycloaddition reactions

Author/s
Guerrero-Corella, A.; Asenjo-Pascual, J.; Janardan Pawar, T.; Díaz-Tendero, S.; Martín-Sómer, A.; Villegas Gómez, C.; Belmonte-Vázquez, J. L.; Ramírez-Ornelas, D. E.; Peña-Cabrera, E.; Fraile, A.; Cruz Cruz, D.; Alemán, J.
Año de edición
2019
Referencia completa

Chem. Sci., 2019, 10, 4346–4351. DOI: 10.1039/c9sc00959k

Resumen

In this work we have found that a BODIPY can be used as an electron withdrawing group for the activation of double bonds in asymmetric catalysis. The synthesis of cyclohexyl derivatives containing a BODIPY unit can easily be achieved via trienamine catalysis. This allows a new different asymmetric synthesis of BODIPY derivatives and opens the door to future transformation of this useful fluorophore. In addition, the Quantum Chemistry calculations and mechanistic studies provide insights into the role of BODIPY as an EWG.

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