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Boosting the Enantioselectivity of Conjugate Borylation of α,β‐Disubstituted Cyclobutenones with Monooxides of Chiral C (2)‐Symmetric Bis(phosphine) Ligands

Chiral bis(phosphine) monooxides (BPMOs) derived from C (2)‐symmetric bis(phosphines) have been found to induce superior levels of enantioselection in copper‐catalyzed conjugate borylation of α,β‐disubstituted cyclobutenones. More precisely, enantiomeric excesses as well as chemical yields are excee...

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Detalles Bibliográficos
Autores principales: Cui, Ming, Zhao, Zhi‐Yuan, Oestreich, Martin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9804767/
https://www.ncbi.nlm.nih.gov/pubmed/35816363
http://dx.doi.org/10.1002/chem.202202163
Descripción
Sumario:Chiral bis(phosphine) monooxides (BPMOs) derived from C (2)‐symmetric bis(phosphines) have been found to induce superior levels of enantioselection in copper‐catalyzed conjugate borylation of α,β‐disubstituted cyclobutenones. More precisely, enantiomeric excesses as well as chemical yields are exceedingly high with (R,R)‐Bozphos as the chiral ligand while these values are low with parent (R,R)‐Me‐Duphos. A similar yet less pronounced effect was seen in the corresponding 1,6‐addition to para‐quinone methides.