Academic Journal
Application of sSPhos as a Chiral Ligand for Palladium-Catalyzed Asymmetric Allylic Alkylation
| العنوان: | Application of sSPhos as a Chiral Ligand for Palladium-Catalyzed Asymmetric Allylic Alkylation |
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| المؤلفون: | Philip J. Docherty, Max Kadarauch, Nisha Mistry, Robert J. Phipps |
| سنة النشر: | 2023 |
| مصطلحات موضوعية: | Biochemistry, Medicine, Molecular Biology, Pharmacology, Sociology, Immunology, Developmental Biology, Environmental Sciences not elsewhere classified, Biological Sciences not elsewhere classified, Chemical Sciences not elsewhere classified, tetrabutyl ammonium salt, steric bulk around, many established classes, attractive noncovalent interactions, highly effective ligand, chiral ligand, versatile method, sulfonate group, perform experiments, high enantioselectivity, future development, chiral ligands, benchmark pd |
| الوصف: | Palladium-catalyzed asymmetric allylic alkylation is a versatile method for C–C bond formation. Many established classes of chiral ligands can perform allylic alkylation reactions enantioselectively, but identification of new ligand classes remains important for future development of the field. We demonstrate that enantiopure sSPhos, a bifunctional chiral monophosphine ligand, when used as its tetrabutyl ammonium salt, is a highly effective ligand for a benchmark Pd-catalyzed allylic alkylation reaction. We explore the scope and limitations and perform experiments to probe the origin of selectivity. In contrast with reactions previously explored using enantiopure sSPhos, it appears that steric bulk around the sulfonate group is responsible for the high enantioselectivity in this case, rather than attractive noncovalent interactions. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | unknown |
| Relation: | https://figshare.com/articles/journal_contribution/Application_of_sSPhos_as_a_Chiral_Ligand_for_Palladium-Catalyzed_Asymmetric_Allylic_Alkylation/24905036 |
| DOI: | 10.1021/acs.orglett.3c04025.s001 |
| الاتاحة: | https://doi.org/10.1021/acs.orglett.3c04025.s001 https://figshare.com/articles/journal_contribution/Application_of_sSPhos_as_a_Chiral_Ligand_for_Palladium-Catalyzed_Asymmetric_Allylic_Alkylation/24905036 |
| Rights: | CC BY-NC 4.0 |
| رقم الانضمام: | edsbas.AE15D2F8 |
| قاعدة البيانات: | BASE |
| DOI: | 10.1021/acs.orglett.3c04025.s001 |
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