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 |
| Published: |
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 |
| Summary: | 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. |
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| ISSN: | 10172548 |
| DOI: | 10.5012/jkcs.2015.59.1.31 |