ASYMMETRIC-SYNTHESIS OF (-)-(1R,2S)-CISPENTACIN AND RELATED CIS-2-AMINO AND TRANS-2-AMINO CYCLOPENTANE-1-CARBOXYLIC AND CYCLOHEXANE-1-CARBOXYLIC ACIDS
The antifungal antibiotic (-)-(1R,2S)-2-aminocyclopentane-1-carboxylic acid (cispentacin) 8 and its cyclohexane homologue 14 have been prepared utilizing the highly stereoselective conjugate addition of homochiral lithium N-benzyl-N-α-methylbenzylamide 5. The corresponding trans-β-amino acids 10 and...
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| Format: | Journal article |
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1994
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| _version_ | 1826260037164597248 |
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| author | Davies, S Ichihara, O Lenoir, I Walters, I |
| author_facet | Davies, S Ichihara, O Lenoir, I Walters, I |
| author_sort | Davies, S |
| collection | OXFORD |
| description | The antifungal antibiotic (-)-(1R,2S)-2-aminocyclopentane-1-carboxylic acid (cispentacin) 8 and its cyclohexane homologue 14 have been prepared utilizing the highly stereoselective conjugate addition of homochiral lithium N-benzyl-N-α-methylbenzylamide 5. The corresponding trans-β-amino acids 10 and 16 were also prepared via the selective epimerization of the cis-β-amino ester conjugate addition products. |
| first_indexed | 2024-03-06T18:59:16Z |
| format | Journal article |
| id | oxford-uuid:12f58856-2f2c-4ab1-9e18-2b5df9dc9e12 |
| institution | University of Oxford |
| last_indexed | 2024-03-06T18:59:16Z |
| publishDate | 1994 |
| record_format | dspace |
| spelling | oxford-uuid:12f58856-2f2c-4ab1-9e18-2b5df9dc9e122022-03-26T10:11:01ZASYMMETRIC-SYNTHESIS OF (-)-(1R,2S)-CISPENTACIN AND RELATED CIS-2-AMINO AND TRANS-2-AMINO CYCLOPENTANE-1-CARBOXYLIC AND CYCLOHEXANE-1-CARBOXYLIC ACIDSJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:12f58856-2f2c-4ab1-9e18-2b5df9dc9e12Symplectic Elements at Oxford1994Davies, SIchihara, OLenoir, IWalters, IThe antifungal antibiotic (-)-(1R,2S)-2-aminocyclopentane-1-carboxylic acid (cispentacin) 8 and its cyclohexane homologue 14 have been prepared utilizing the highly stereoselective conjugate addition of homochiral lithium N-benzyl-N-α-methylbenzylamide 5. The corresponding trans-β-amino acids 10 and 16 were also prepared via the selective epimerization of the cis-β-amino ester conjugate addition products. |
| spellingShingle | Davies, S Ichihara, O Lenoir, I Walters, I ASYMMETRIC-SYNTHESIS OF (-)-(1R,2S)-CISPENTACIN AND RELATED CIS-2-AMINO AND TRANS-2-AMINO CYCLOPENTANE-1-CARBOXYLIC AND CYCLOHEXANE-1-CARBOXYLIC ACIDS |
| title | ASYMMETRIC-SYNTHESIS OF (-)-(1R,2S)-CISPENTACIN AND RELATED CIS-2-AMINO AND TRANS-2-AMINO CYCLOPENTANE-1-CARBOXYLIC AND CYCLOHEXANE-1-CARBOXYLIC ACIDS |
| title_full | ASYMMETRIC-SYNTHESIS OF (-)-(1R,2S)-CISPENTACIN AND RELATED CIS-2-AMINO AND TRANS-2-AMINO CYCLOPENTANE-1-CARBOXYLIC AND CYCLOHEXANE-1-CARBOXYLIC ACIDS |
| title_fullStr | ASYMMETRIC-SYNTHESIS OF (-)-(1R,2S)-CISPENTACIN AND RELATED CIS-2-AMINO AND TRANS-2-AMINO CYCLOPENTANE-1-CARBOXYLIC AND CYCLOHEXANE-1-CARBOXYLIC ACIDS |
| title_full_unstemmed | ASYMMETRIC-SYNTHESIS OF (-)-(1R,2S)-CISPENTACIN AND RELATED CIS-2-AMINO AND TRANS-2-AMINO CYCLOPENTANE-1-CARBOXYLIC AND CYCLOHEXANE-1-CARBOXYLIC ACIDS |
| title_short | ASYMMETRIC-SYNTHESIS OF (-)-(1R,2S)-CISPENTACIN AND RELATED CIS-2-AMINO AND TRANS-2-AMINO CYCLOPENTANE-1-CARBOXYLIC AND CYCLOHEXANE-1-CARBOXYLIC ACIDS |
| title_sort | asymmetric synthesis of 1r 2s cispentacin and related cis 2 amino and trans 2 amino cyclopentane 1 carboxylic and cyclohexane 1 carboxylic acids |
| work_keys_str_mv | AT daviess asymmetricsynthesisof1r2scispentacinandrelatedcis2aminoandtrans2aminocyclopentane1carboxylicandcyclohexane1carboxylicacids AT ichiharao asymmetricsynthesisof1r2scispentacinandrelatedcis2aminoandtrans2aminocyclopentane1carboxylicandcyclohexane1carboxylicacids AT lenoiri asymmetricsynthesisof1r2scispentacinandrelatedcis2aminoandtrans2aminocyclopentane1carboxylicandcyclohexane1carboxylicacids AT waltersi asymmetricsynthesisof1r2scispentacinandrelatedcis2aminoandtrans2aminocyclopentane1carboxylicandcyclohexane1carboxylicacids |