Diastereoselective conjugate reduction with samarium diiodide: asymmetric synthesis of methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate.
A highly diastereoselective conjugate reduction using SmI2 and D2O has been demonstrated on a homochiral benzylidene diketopiperazine template, giving methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate in 93% de and 90% ee after deprotection, hydrolysis and N-acetylation.
| Main Authors: | , , , , |
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| Format: | Journal article |
| Language: | English |
| Published: |
2004
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| _version_ | 1826257440338870272 |
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| author | Davies, S Rodríguez-Solla, H Tamayo, J Garner, A Smith, A |
| author_facet | Davies, S Rodríguez-Solla, H Tamayo, J Garner, A Smith, A |
| author_sort | Davies, S |
| collection | OXFORD |
| description | A highly diastereoselective conjugate reduction using SmI2 and D2O has been demonstrated on a homochiral benzylidene diketopiperazine template, giving methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate in 93% de and 90% ee after deprotection, hydrolysis and N-acetylation. |
| first_indexed | 2024-03-06T18:18:14Z |
| format | Journal article |
| id | oxford-uuid:05605471-12ef-4669-b20c-57714d02c787 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T18:18:14Z |
| publishDate | 2004 |
| record_format | dspace |
| spelling | oxford-uuid:05605471-12ef-4669-b20c-57714d02c7872022-03-26T08:56:49ZDiastereoselective conjugate reduction with samarium diiodide: asymmetric synthesis of methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:05605471-12ef-4669-b20c-57714d02c787EnglishSymplectic Elements at Oxford2004Davies, SRodríguez-Solla, HTamayo, JGarner, ASmith, AA highly diastereoselective conjugate reduction using SmI2 and D2O has been demonstrated on a homochiral benzylidene diketopiperazine template, giving methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate in 93% de and 90% ee after deprotection, hydrolysis and N-acetylation. |
| spellingShingle | Davies, S Rodríguez-Solla, H Tamayo, J Garner, A Smith, A Diastereoselective conjugate reduction with samarium diiodide: asymmetric synthesis of methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate. |
| title | Diastereoselective conjugate reduction with samarium diiodide: asymmetric synthesis of methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate. |
| title_full | Diastereoselective conjugate reduction with samarium diiodide: asymmetric synthesis of methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate. |
| title_fullStr | Diastereoselective conjugate reduction with samarium diiodide: asymmetric synthesis of methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate. |
| title_full_unstemmed | Diastereoselective conjugate reduction with samarium diiodide: asymmetric synthesis of methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate. |
| title_short | Diastereoselective conjugate reduction with samarium diiodide: asymmetric synthesis of methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate. |
| title_sort | diastereoselective conjugate reduction with samarium diiodide asymmetric synthesis of methyl 2s 3r n acetyl 2 amino 2 3 dideuterio 3 phenylpropionate |
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