| Title | Stereodivergent Synthesis of Enantioenriched 2-Pyrrolidones via Diastereoselective Hydrogenation of ?,?-Unsaturated ?-Lactams |
| Author | |
| Corresponding Author | Ma, Baode; Chen, Gen-Qiang; Zhang, Xumu |
| Publication Years | 2023-03-01
|
| DOI | |
| Source Title | |
| ISSN | 1523-7060
|
| EISSN | 1523-7052
|
| Abstract | Synthesis of optically enriched racetam analogues was achieved via highly remote diastereocontrolled and enantiocontrolled Pd/C-catalyzed hydrogenation of alpha,beta-unsaturated gamma-lactams. Various mono-and disubstituted 2-pyrrolidones were obtained in excellent yields and stereoselectivities, and a concise and large-scale synthesis of brivaracetam was developed from inexpensive L-2-aminobutyric acid. Surprisingly, stereodivergent hydrogenation was observed by modifying remote functionalized stereocenters and additives, which would provide alternative stereochemical options of chiral racetams synthesis. |
| URL | [Source Record] |
| Indexed By | |
| Language | English
|
| Important Publications | NI Journal Papers
|
| SUSTech Authorship | First
; Corresponding
|
| Funding Project | National Key R&D Program of China[2021YFA1500201]
; Shenzhen Nobel Prize Scientists Laboratory Project[C17213101]
; Stable Support Plan Program of Shenzhen Natural Science Fund[20200925161222002]
; Key-Area Research and Development Program of Guangdong Province[2020B010188001]
; Innovative Team of Universities in Guangdong Province[2020KCXTD016]
; National Natural Science Foundation of China["21991113","22171129"]
; Shenzhen Science and Technology Innovation Committee[21901107]
; null[JCYJ20210324104202007]
|
| WOS Research Area | Chemistry
|
| WOS Subject | Chemistry, Organic
|
| WOS Accession No | WOS:000980090700001
|
| Publisher | |
| ESI Research Field | CHEMISTRY
|
| Data Source | Web of Science
|
| Citation statistics | |
| Document Type | Journal Article |
| Identifier | http://kc.sustech.edu.cn/handle/2SGJ60CL/583124 |
| Department | Southern University of Science and Technology 前沿与交叉科学研究院 理学院_化学系 |
| Affiliation | 1.Southern Univ Sci & Technol, Med X Pingshan, Shenzhen 518000, Peoples R China 2.Southern Univ Sci & Technol, Dept Chem, Shenzhen 518000, Peoples R China 3.Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, Shenzhen 518055, Peoples R China 4.Southern Univ Sci & Technol, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China |
| First Author Affilication | Southern University of Science and Technology; Department of Chemistry |
| Corresponding Author Affilication | Southern University of Science and Technology; Department of Chemistry; Academy for Advanced Interdisciplinary Studies |
| First Author's First Affilication | Southern University of Science and Technology; Academy for Advanced Interdisciplinary Studies |
| Recommended Citation GB/T 7714 |
Guo, Siyuan,Ma, Baode,Chen, Gen-Qiang,et al. Stereodivergent Synthesis of Enantioenriched 2-Pyrrolidones via Diastereoselective Hydrogenation of ?,?-Unsaturated ?-Lactams[J]. ORGANIC LETTERS,2023.
|
| APA |
Guo, Siyuan,Ma, Baode,Chen, Gen-Qiang,&Zhang, Xumu.(2023).Stereodivergent Synthesis of Enantioenriched 2-Pyrrolidones via Diastereoselective Hydrogenation of ?,?-Unsaturated ?-Lactams.ORGANIC LETTERS.
|
| MLA |
Guo, Siyuan,et al."Stereodivergent Synthesis of Enantioenriched 2-Pyrrolidones via Diastereoselective Hydrogenation of ?,?-Unsaturated ?-Lactams".ORGANIC LETTERS (2023).
|
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