Diastereoselective reduction of 2,3-dioxo-4-carboxy-5-substituted pyrrolidines using NaBH4/AcOH and heterogenous hydrogenation reactions
Diastereoselective reduction of 2,3-dioxo-4-carboxy-5-(substituted)pyrrolidine 1 by NaBH4/AcOH and heterogenous hydrogenation were reported. Stereochemical assignment and diastereomeric ratios of the products were determined using 1H NMR and single crystal X-ray analyses. The steric factors of the C...
| Published in: | Journal of the Korean Chemical Society |
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| Main Author: | |
| Format: | Article |
| Language: | English |
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Korean Chemical Society
2015
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| Online Access: | https://www.scopus.com/inward/record.uri?eid=2-s2.0-84921871900&doi=10.5012%2fjkcs.2015.59.1.31&partnerID=40&md5=19fd4f6f9213ba6b5f78ba0f5b0e8e7b |
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2-s2.0-84921871900 |
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2-s2.0-84921871900 Mohammat M.F.; Mansor N.S.; Shaameri Z.; Hamzah A.S. Diastereoselective reduction of 2,3-dioxo-4-carboxy-5-substituted pyrrolidines using NaBH4/AcOH and heterogenous hydrogenation reactions 2015 Journal of the Korean Chemical Society 59 1 10.5012/jkcs.2015.59.1.31 https://www.scopus.com/inward/record.uri?eid=2-s2.0-84921871900&doi=10.5012%2fjkcs.2015.59.1.31&partnerID=40&md5=19fd4f6f9213ba6b5f78ba0f5b0e8e7b Diastereoselective reduction of 2,3-dioxo-4-carboxy-5-(substituted)pyrrolidine 1 by NaBH4/AcOH and heterogenous hydrogenation were reported. Stereochemical assignment and diastereomeric ratios of the products were determined using 1H NMR and single crystal X-ray analyses. The steric factors of the C-5 substituents of the pyrrolidinone was shown to have an interesting influence on both the yield and diastereoselectivity of the reduced product. Korean Chemical Society 10172548 English Article All Open Access; Bronze Open Access |
| author |
Mohammat M.F.; Mansor N.S.; Shaameri Z.; Hamzah A.S. |
| spellingShingle |
Mohammat M.F.; Mansor N.S.; Shaameri Z.; Hamzah A.S. Diastereoselective reduction of 2,3-dioxo-4-carboxy-5-substituted pyrrolidines using NaBH4/AcOH and heterogenous hydrogenation reactions |
| author_facet |
Mohammat M.F.; Mansor N.S.; Shaameri Z.; Hamzah A.S. |
| author_sort |
Mohammat M.F.; Mansor N.S.; Shaameri Z.; Hamzah A.S. |
| title |
Diastereoselective reduction of 2,3-dioxo-4-carboxy-5-substituted pyrrolidines using NaBH4/AcOH and heterogenous hydrogenation reactions |
| title_short |
Diastereoselective reduction of 2,3-dioxo-4-carboxy-5-substituted pyrrolidines using NaBH4/AcOH and heterogenous hydrogenation reactions |
| title_full |
Diastereoselective reduction of 2,3-dioxo-4-carboxy-5-substituted pyrrolidines using NaBH4/AcOH and heterogenous hydrogenation reactions |
| title_fullStr |
Diastereoselective reduction of 2,3-dioxo-4-carboxy-5-substituted pyrrolidines using NaBH4/AcOH and heterogenous hydrogenation reactions |
| title_full_unstemmed |
Diastereoselective reduction of 2,3-dioxo-4-carboxy-5-substituted pyrrolidines using NaBH4/AcOH and heterogenous hydrogenation reactions |
| title_sort |
Diastereoselective reduction of 2,3-dioxo-4-carboxy-5-substituted pyrrolidines using NaBH4/AcOH and heterogenous hydrogenation reactions |
| publishDate |
2015 |
| container_title |
Journal of the Korean Chemical Society |
| container_volume |
59 |
| container_issue |
1 |
| doi_str_mv |
10.5012/jkcs.2015.59.1.31 |
| url |
https://www.scopus.com/inward/record.uri?eid=2-s2.0-84921871900&doi=10.5012%2fjkcs.2015.59.1.31&partnerID=40&md5=19fd4f6f9213ba6b5f78ba0f5b0e8e7b |
| description |
Diastereoselective reduction of 2,3-dioxo-4-carboxy-5-(substituted)pyrrolidine 1 by NaBH4/AcOH and heterogenous hydrogenation were reported. Stereochemical assignment and diastereomeric ratios of the products were determined using 1H NMR and single crystal X-ray analyses. The steric factors of the C-5 substituents of the pyrrolidinone was shown to have an interesting influence on both the yield and diastereoselectivity of the reduced product. |
| publisher |
Korean Chemical Society |
| issn |
10172548 |
| language |
English |
| format |
Article |
| accesstype |
All Open Access; Bronze Open Access |
| record_format |
scopus |
| collection |
Scopus |
| _version_ |
1818940564226179072 |