التفاصيل البيبلوغرافية
| العنوان: |
Enantio- and Diastereodivergent Construction of 1,3-Nonadjacent Stereocenters Bearing Axial and Central Chirality through Synergistic Pd/Cu Catalysis |
| المؤلفون: |
Jiacheng Zhang (3597089), Xiaohong Huo (1830922), Junzhe Xiao (11236795), Ling Zhao (111365), Shengming Ma (1312428), Wanbin Zhang (1433917) |
| سنة النشر: |
2021 |
| المجموعة: |
Smithsonian Institution: Digital Repository |
| مصطلحات موضوعية: |
Microbiology, Molecular Biology, Ecology, Immunology, Developmental Biology, Biological Sciences not elsewhere classified, Chemical Sciences not elsewhere classified, Central Chirality, acyclic systems, Diastereodivergent Construction, Pd, diastereoselective manner, allenylic esters, enantio, axial-to-central chirality transfer, nonadjacent stereocenters, diastereodivergent manner, representative transformations, chiral allenylic products, racemic allenylic esters |
| الوصف: |
In contrast to the widely explored methods for the asymmetric synthesis of molecules bearing a single stereocenter or adjacent stereocenters, the concurrent construction of 1,3-stereogenic centers in an enantio- and diastereoselective manner remains a challenge, especially in acyclic systems. Herein, we report an enantio- and diastereodivergent construction of 1,3-nonadjacent stereocenters bearing allenyl axial and central chirality through synergistic Pd/Cu-catalyzed dynamic kinetic asymmetric allenylation with racemic allenylic esters. The protocol is suitable for a wide range of substrates including the challenging allenylic esters with less sterically bulky substituents and provided chiral allenylic products bearing 1,3-nonadjacent stereocenters with high levels of enantio- and diastereoselectivities (up to >20:1 dr and >99% ee). Furthermore, several representative transformations involving axial-to-central chirality transfer were conducted, affording useful structural motifs containing nonadjacent stereocenters in a diastereodivergent manner. |
| نوع الوثيقة: |
article in journal/newspaper |
| اللغة: |
unknown |
| Relation: |
https://figshare.com/articles/journal_contribution/Enantio-_and_Diastereodivergent_Construction_of_1_3-Nonadjacent_Stereocenters_Bearing_Axial_and_Central_Chirality_through_Synergistic_Pd_Cu_Catalysis/15113344 |
| DOI: |
10.1021/jacs.1c05087.s001 |
| الاتاحة: |
https://doi.org/10.1021/jacs.1c05087.s001 |
| Rights: |
CC BY-NC 4.0 |
| رقم الانضمام: |
edsbas.7BE6475E |
| قاعدة البيانات: |
BASE |