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Artículo
Pd-Catalyzed Dynamic Kinetic Asymmetric Cross-Coupling of Heterobiaryl Bromides with N-Tosylhydrazones
Autor/es | Kattela, Shivashankar
Roque D. Correia, Carlos Ros, Abel Hornillos, Valentín Iglesias Sigüenza, Francisco Javier Fernández Fernández, Rosario Lassaletta Simón, José María |
Departamento | Universidad de Sevilla. Departamento de Química orgánica |
Fecha de publicación | 2022 |
Fecha de depósito | 2022-10-04 |
Publicado en |
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Resumen | A dynamic kinetic asymmetric Pd-catalyzed cross-coupling reaction of heterobiaryl bromides with ketone N-tosylhydrazones for the synthesis of heterobiaryl styrenes is described. The combination of Pd(dba)2 as a precatalyst ... A dynamic kinetic asymmetric Pd-catalyzed cross-coupling reaction of heterobiaryl bromides with ketone N-tosylhydrazones for the synthesis of heterobiaryl styrenes is described. The combination of Pd(dba)2 as a precatalyst with a TADDOL-derived phosphoramidite ligand provides the corresponding coupling products in good yields and high enantioselectivities under mild conditions. Racemization-free N-oxidation and N-alkylation of the products allowed us to obtain appealing functionalized axially chiral heterobiaryl derivatives. |
Agencias financiadoras | Junta de Andalucía Ministerio de Ciencia e Innovación (MICIN). España |
Identificador del proyecto | PID2019- 106358GB-C22
PID2019-106358GB-C21 P18-FR-3531, P18-FR-644, US-1262867, US-1260906 |
Cita | Kattela, S., Roque D. Correia, C., Ros, A., Hornillos, V., Iglesias Sigüenza, F.J., Fernández Fernández, R. y Lassaletta Simón, J.M. (2022). Pd-Catalyzed Dynamic Kinetic Asymmetric Cross-Coupling of Heterobiaryl Bromides with N-Tosylhydrazones. Organic Letters, 24 (21), 3812-3816. https://doi.org/10.1021/acs.orglett.2c01355. |
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pubol2c01355.pdf | 1.217Mb | [PDF] | Ver/ | |