Azasugar analogues: conformationally restricted vicinal diamine derived from (S)-(-)-pyroglutamic acid
The preparation of a diamino substituted pyrrolidinone system in a diastereoselectively controlled manner is described. The procedure employed made use of electrophilic amination of a chiral bicyclic γ-lactam, which when subjected to sequential deprotection provided a simple route to a 3,4- diaminop...
| Main Authors: | , , |
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| Format: | Journal article |
| Language: | English |
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1999
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| _version_ | 1797098119430668288 |
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| author | Chan, P Cottrell, I Moloney, M |
| author_facet | Chan, P Cottrell, I Moloney, M |
| author_sort | Chan, P |
| collection | OXFORD |
| description | The preparation of a diamino substituted pyrrolidinone system in a diastereoselectively controlled manner is described. The procedure employed made use of electrophilic amination of a chiral bicyclic γ-lactam, which when subjected to sequential deprotection provided a simple route to a 3,4- diaminopyroglutaminol. The chemoselective deprotection of the amino functionality was also shown to be possible under mild hydrogenolytic conditions. |
| first_indexed | 2024-03-07T05:05:05Z |
| format | Journal article |
| id | oxford-uuid:d9a70ceb-f063-4bc8-b7de-e1e438d98888 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T05:05:05Z |
| publishDate | 1999 |
| record_format | dspace |
| spelling | oxford-uuid:d9a70ceb-f063-4bc8-b7de-e1e438d988882022-03-27T08:57:27ZAzasugar analogues: conformationally restricted vicinal diamine derived from (S)-(-)-pyroglutamic acidJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:d9a70ceb-f063-4bc8-b7de-e1e438d98888EnglishSymplectic Elements at Oxford1999Chan, PCottrell, IMoloney, MThe preparation of a diamino substituted pyrrolidinone system in a diastereoselectively controlled manner is described. The procedure employed made use of electrophilic amination of a chiral bicyclic γ-lactam, which when subjected to sequential deprotection provided a simple route to a 3,4- diaminopyroglutaminol. The chemoselective deprotection of the amino functionality was also shown to be possible under mild hydrogenolytic conditions. |
| spellingShingle | Chan, P Cottrell, I Moloney, M Azasugar analogues: conformationally restricted vicinal diamine derived from (S)-(-)-pyroglutamic acid |
| title | Azasugar analogues: conformationally restricted vicinal diamine derived from (S)-(-)-pyroglutamic acid |
| title_full | Azasugar analogues: conformationally restricted vicinal diamine derived from (S)-(-)-pyroglutamic acid |
| title_fullStr | Azasugar analogues: conformationally restricted vicinal diamine derived from (S)-(-)-pyroglutamic acid |
| title_full_unstemmed | Azasugar analogues: conformationally restricted vicinal diamine derived from (S)-(-)-pyroglutamic acid |
| title_short | Azasugar analogues: conformationally restricted vicinal diamine derived from (S)-(-)-pyroglutamic acid |
| title_sort | azasugar analogues conformationally restricted vicinal diamine derived from s pyroglutamic acid |
| work_keys_str_mv | AT chanp azasugaranaloguesconformationallyrestrictedvicinaldiaminederivedfromspyroglutamicacid AT cottrelli azasugaranaloguesconformationallyrestrictedvicinaldiaminederivedfromspyroglutamicacid AT moloneym azasugaranaloguesconformationallyrestrictedvicinaldiaminederivedfromspyroglutamicacid |