Novel amide-functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso-cyclic anhydrides
A family of novel chloramphenicol base-amide organocatalysts possessing a NH functionality at C-1 position as monodentate hydrogen bond donor were developed and evaluated for enantioselective organocatalytic alcoholysis of meso-cyclic anhydrides. These structural diversified organocatalysts were fou...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2018-01-01
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.14.19 |
| _version_ | 1818619840490897408 |
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| author | Lingjun Xu Shuwen Han Linjie Yan Haifeng Wang Haihui Peng Fener Chen |
| author_facet | Lingjun Xu Shuwen Han Linjie Yan Haifeng Wang Haihui Peng Fener Chen |
| author_sort | Lingjun Xu |
| collection | DOAJ |
| description | A family of novel chloramphenicol base-amide organocatalysts possessing a NH functionality at C-1 position as monodentate hydrogen bond donor were developed and evaluated for enantioselective organocatalytic alcoholysis of meso-cyclic anhydrides. These structural diversified organocatalysts were found to induce high enantioselectivity in alcoholysis of anhydrides and was successfully applied to the asymmetric synthesis of (S)-GABOB. |
| first_indexed | 2024-12-16T17:43:53Z |
| format | Article |
| id | doaj.art-16eee46994b54fdca3d86696825d55d8 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-16T17:43:53Z |
| publishDate | 2018-01-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-16eee46994b54fdca3d86696825d55d82022-12-21T22:22:31ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972018-01-0114130931710.3762/bjoc.14.191860-5397-14-19Novel amide-functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso-cyclic anhydridesLingjun Xu0Shuwen Han1Linjie Yan2Haifeng Wang3Haihui Peng4Fener Chen5Department of Chemistry, Fudan University, Shanghai 200433, PR ChinaDepartment of Chemistry, Fudan University, Shanghai 200433, PR ChinaDepartment of Chemistry, Fudan University, Shanghai 200433, PR ChinaDepartment of Chemistry, Fudan University, Shanghai 200433, PR ChinaDepartment of Chemistry, Fudan University, Shanghai 200433, PR ChinaDepartment of Chemistry, Fudan University, Shanghai 200433, PR ChinaA family of novel chloramphenicol base-amide organocatalysts possessing a NH functionality at C-1 position as monodentate hydrogen bond donor were developed and evaluated for enantioselective organocatalytic alcoholysis of meso-cyclic anhydrides. These structural diversified organocatalysts were found to induce high enantioselectivity in alcoholysis of anhydrides and was successfully applied to the asymmetric synthesis of (S)-GABOB.https://doi.org/10.3762/bjoc.14.19alcoholysis desymmetrizationbifunctional organocatalysischloramphenicol base |
| spellingShingle | Lingjun Xu Shuwen Han Linjie Yan Haifeng Wang Haihui Peng Fener Chen Novel amide-functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso-cyclic anhydrides Beilstein Journal of Organic Chemistry alcoholysis desymmetrization bifunctional organocatalysis chloramphenicol base |
| title | Novel amide-functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso-cyclic anhydrides |
| title_full | Novel amide-functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso-cyclic anhydrides |
| title_fullStr | Novel amide-functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso-cyclic anhydrides |
| title_full_unstemmed | Novel amide-functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso-cyclic anhydrides |
| title_short | Novel amide-functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso-cyclic anhydrides |
| title_sort | novel amide functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso cyclic anhydrides |
| topic | alcoholysis desymmetrization bifunctional organocatalysis chloramphenicol base |
| url | https://doi.org/10.3762/bjoc.14.19 |
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