التفاصيل البيبلوغرافية
| العنوان: |
Chiral Phosphoric Acid-Catalyzed Remote Control of Axial Chirality at Boron–Carbon Bond |
| المؤلفون: |
Junxian Yang (3186453), Ji-Wei Zhang (1415677), Wen Bao (2920395), Sheng-Qi Qiu (1667269), Shaoyu Li (83873), Shao-Hua Xiang (1633051), Jun Song (19318), Junmin Zhang (1952293), Bin Tan (721335) |
| سنة النشر: |
2021 |
| المجموعة: |
Smithsonian Institution: Digital Repository |
| مصطلحات موضوعية: |
Biophysics, Biochemistry, Microbiology, Genetics, Molecular Biology, Pharmacology, Biotechnology, Immunology, Developmental Biology, Hematology, Computational Biology, Chemical Sciences not elsewhere classified, reaction duration, Axial Chirality, chiral phosphoric acid-catalyzed de., chiral phosphoric acid, substitution reaction, H-bond donor, H-bonding interactions, chiral structures, stereochemical control, Chiral Phosphoric Acid-Catalyzed Re., enantioselective construction |
| الوصف: |
The previously elusive catalytic enantioselective construction of axially chiral B-aryl-1,2-azaborines with a C–B stereogenic axis has been realized through a chiral phosphoric acid-catalyzed desymmetrization strategy reported herein. The electrophilic aromatic substitution reaction of 3,5-disubsituted phenols with diazodicarboxamides could afford these axially chiral structures in good efficiency with excellent enantiocontrol. The efficient long-range stereochemical control is achieved by multiple well-defined H-bonding interactions between chiral phosphoric acid and both substrates. Meanwhile, the reaction duration could be markedly shortened with weakly acidic N–H in 1,2-azaborine acting as H-bond donor. The scalability of the reaction and facile cleavage of the N–N bond in the product further demonstrated the practicality of this method. |
| نوع الوثيقة: |
article in journal/newspaper |
| اللغة: |
unknown |
| Relation: |
https://figshare.com/articles/journal_contribution/Chiral_Phosphoric_Acid-Catalyzed_Remote_Control_of_Axial_Chirality_at_Boron_Carbon_Bond/15161353 |
| DOI: |
10.1021/jacs.1c05079.s001 |
| الاتاحة: |
https://doi.org/10.1021/jacs.1c05079.s001 |
| Rights: |
CC BY-NC 4.0 |
| رقم الانضمام: |
edsbas.E4B0F727 |
| قاعدة البيانات: |
BASE |