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A convenient enantioselective decarboxylative aldol reaction to access chiral α-hydroxy esters using β-keto acids
We show a convenient decarboxylative aldol process using a scandium catalyst and a PYBOX ligand to generate a series of highly functionalized chiral α-hydroxy esters. The protocol tolerates a broad range of β-keto acids with inactivated aromatic and aliphatic α-keto esters. The possible mechanism is...
| Autores principales: | , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
Beilstein-Institut
2014
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4077541/ https://www.ncbi.nlm.nih.gov/pubmed/24991246 http://dx.doi.org/10.3762/bjoc.10.95 |
| _version_ | 1782323611052277760 |
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| author | Duan, Zhiqiang Han, Jianlin Qian, Ping Zhang, Zirui Wang, Yi Pan, Yi |
| author_facet | Duan, Zhiqiang Han, Jianlin Qian, Ping Zhang, Zirui Wang, Yi Pan, Yi |
| author_sort | Duan, Zhiqiang |
| collection | PubMed |
| description | We show a convenient decarboxylative aldol process using a scandium catalyst and a PYBOX ligand to generate a series of highly functionalized chiral α-hydroxy esters. The protocol tolerates a broad range of β-keto acids with inactivated aromatic and aliphatic α-keto esters. The possible mechanism is rationalized. |
| format | Online Article Text |
| id | pubmed-4077541 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2014 |
| publisher | Beilstein-Institut |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-40775412014-07-02 A convenient enantioselective decarboxylative aldol reaction to access chiral α-hydroxy esters using β-keto acids Duan, Zhiqiang Han, Jianlin Qian, Ping Zhang, Zirui Wang, Yi Pan, Yi Beilstein J Org Chem Full Research Paper We show a convenient decarboxylative aldol process using a scandium catalyst and a PYBOX ligand to generate a series of highly functionalized chiral α-hydroxy esters. The protocol tolerates a broad range of β-keto acids with inactivated aromatic and aliphatic α-keto esters. The possible mechanism is rationalized. Beilstein-Institut 2014-04-29 /pmc/articles/PMC4077541/ /pubmed/24991246 http://dx.doi.org/10.3762/bjoc.10.95 Text en Copyright © 2014, Duan et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
| spellingShingle | Full Research Paper Duan, Zhiqiang Han, Jianlin Qian, Ping Zhang, Zirui Wang, Yi Pan, Yi A convenient enantioselective decarboxylative aldol reaction to access chiral α-hydroxy esters using β-keto acids |
| title | A convenient enantioselective decarboxylative aldol reaction to access chiral α-hydroxy esters using β-keto acids |
| title_full | A convenient enantioselective decarboxylative aldol reaction to access chiral α-hydroxy esters using β-keto acids |
| title_fullStr | A convenient enantioselective decarboxylative aldol reaction to access chiral α-hydroxy esters using β-keto acids |
| title_full_unstemmed | A convenient enantioselective decarboxylative aldol reaction to access chiral α-hydroxy esters using β-keto acids |
| title_short | A convenient enantioselective decarboxylative aldol reaction to access chiral α-hydroxy esters using β-keto acids |
| title_sort | convenient enantioselective decarboxylative aldol reaction to access chiral α-hydroxy esters using β-keto acids |
| topic | Full Research Paper |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4077541/ https://www.ncbi.nlm.nih.gov/pubmed/24991246 http://dx.doi.org/10.3762/bjoc.10.95 |
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