Academic Journal
Cu-Catalyzed Asymmetric Dicarboxylation of 1,3-Dienes with CO 2
| العنوان: | Cu-Catalyzed Asymmetric Dicarboxylation of 1,3-Dienes with CO 2 |
|---|---|
| المؤلفون: | Yong-Yuan Gui, Xiao-Wang Chen, Xiao-Yan Mo, Jun-Ping Yue, Rong Yuan, Yi Liu, Li-Li Liao, Jian-Heng Ye, Da-Gang Yu |
| سنة النشر: | 2024 |
| مصطلحات موضوعية: | Biophysics, Biochemistry, Microbiology, Biotechnology, Ecology, Immunology, Plant Biology, Environmental Sciences not elsewhere classified, Chemical Sciences not elsewhere classified, Physical Sciences not elsewhere classified, still highly challenging, important building blocks, easy product derivatizations, first asymmetric dicarboxylation, catalytic asymmetric dicarboxylation, although catalytic dicarboxylation, environmentally benign route, racemic dicarboxylic acids, chiral dicarboxylic acids, catalyzed asymmetric dicarboxylation, 2 , via cu catalysis, dicarboxylic acids, sustainable route, relay catalysis, catalyzed boracarboxylation, subsequent carboxylation, strategy provides, polymer industry, organic synthesis |
| الوصف: | Dicarboxylic acids and derivatives are important building blocks in organic synthesis, biochemistry, and the polymer industry. Although catalytic dicarboxylation with CO 2 represents a straightforward and sustainable route to dicarboxylic acids, it is still highly challenging and limited to generation of achiral or racemic dicarboxylic acids. To date, catalytic asymmetric dicarboxylation with CO 2 to give chiral dicarboxylic acids has not been reported. Herein, we report the first asymmetric dicarboxylation of 1,3-dienes with CO 2 via Cu catalysis. This strategy provides an efficient and environmentally benign route to chiral dicarboxylic acids with high regio-, chemo-, and enantioselectivities. The copper self-relay catalysis, that is, Cu-catalyzed boracarboxylation of 1,3-dienes to give carboxylated allyl boronic ester intermediates and subsequent carboxylation of C–B bonds to give dicarboxylates, is key to the success of this dicarboxylation. Moreover, this protocol exhibits broad substrate scope, good functional group tolerance, easy product derivatizations, and facile synthesis of chiral liquid crystalline polyester and drug-like scaffolds. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | unknown |
| Relation: | https://figshare.com/articles/journal_contribution/Cu-Catalyzed_Asymmetric_Dicarboxylation_of_1_3-Dienes_with_CO_sub_2_sub_/25091533 |
| DOI: | 10.1021/jacs.3c14146.s001 |
| الاتاحة: | https://doi.org/10.1021/jacs.3c14146.s001 https://figshare.com/articles/journal_contribution/Cu-Catalyzed_Asymmetric_Dicarboxylation_of_1_3-Dienes_with_CO_sub_2_sub_/25091533 |
| Rights: | CC BY-NC 4.0 |
| رقم الانضمام: | edsbas.DBBE4BC6 |
| قاعدة البيانات: | BASE |
| DOI: | 10.1021/jacs.3c14146.s001 |
|---|