SYNTHESIS OF NONPROTEINOGENIC AMINO-ACIDS .2. PREPARATION OF A SYNTHETIC EQUIVALENT OF THE GAMMA-ANION SYNTHON FOR ASYMMETRIC AMINO-ACID SYNTHESIS
The synthesis of α-t-butyl γ-methyl N-trityl-(S)-glutamate (12) from (S)-glutamic acid (6) is described. Diester (12), on treatment with lithium Isopropylcyclohexylamide followed by the addition of carbonyl compounds, reacts to give the γ-substituted glutamic acid derivatives (13a-i) with retention...
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| Format: | Journal article |
| Language: | English |
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1989
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| _version_ | 1826299800073535488 |
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| author | Baldwin, J North, M Flinn, A Moloney, M |
| author_facet | Baldwin, J North, M Flinn, A Moloney, M |
| author_sort | Baldwin, J |
| collection | OXFORD |
| description | The synthesis of α-t-butyl γ-methyl N-trityl-(S)-glutamate (12) from (S)-glutamic acid (6) is described. Diester (12), on treatment with lithium Isopropylcyclohexylamide followed by the addition of carbonyl compounds, reacts to give the γ-substituted glutamic acid derivatives (13a-i) with retention of optical purity at the α centre. © 1989. |
| first_indexed | 2024-03-07T05:07:27Z |
| format | Journal article |
| id | oxford-uuid:da686574-2ff3-41b8-adb9-2089c5f54792 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T05:07:27Z |
| publishDate | 1989 |
| record_format | dspace |
| spelling | oxford-uuid:da686574-2ff3-41b8-adb9-2089c5f547922022-03-27T09:03:06ZSYNTHESIS OF NONPROTEINOGENIC AMINO-ACIDS .2. PREPARATION OF A SYNTHETIC EQUIVALENT OF THE GAMMA-ANION SYNTHON FOR ASYMMETRIC AMINO-ACID SYNTHESISJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:da686574-2ff3-41b8-adb9-2089c5f54792EnglishSymplectic Elements at Oxford1989Baldwin, JNorth, MFlinn, AMoloney, MThe synthesis of α-t-butyl γ-methyl N-trityl-(S)-glutamate (12) from (S)-glutamic acid (6) is described. Diester (12), on treatment with lithium Isopropylcyclohexylamide followed by the addition of carbonyl compounds, reacts to give the γ-substituted glutamic acid derivatives (13a-i) with retention of optical purity at the α centre. © 1989. |
| spellingShingle | Baldwin, J North, M Flinn, A Moloney, M SYNTHESIS OF NONPROTEINOGENIC AMINO-ACIDS .2. PREPARATION OF A SYNTHETIC EQUIVALENT OF THE GAMMA-ANION SYNTHON FOR ASYMMETRIC AMINO-ACID SYNTHESIS |
| title | SYNTHESIS OF NONPROTEINOGENIC AMINO-ACIDS .2. PREPARATION OF A SYNTHETIC EQUIVALENT OF THE GAMMA-ANION SYNTHON FOR ASYMMETRIC AMINO-ACID SYNTHESIS |
| title_full | SYNTHESIS OF NONPROTEINOGENIC AMINO-ACIDS .2. PREPARATION OF A SYNTHETIC EQUIVALENT OF THE GAMMA-ANION SYNTHON FOR ASYMMETRIC AMINO-ACID SYNTHESIS |
| title_fullStr | SYNTHESIS OF NONPROTEINOGENIC AMINO-ACIDS .2. PREPARATION OF A SYNTHETIC EQUIVALENT OF THE GAMMA-ANION SYNTHON FOR ASYMMETRIC AMINO-ACID SYNTHESIS |
| title_full_unstemmed | SYNTHESIS OF NONPROTEINOGENIC AMINO-ACIDS .2. PREPARATION OF A SYNTHETIC EQUIVALENT OF THE GAMMA-ANION SYNTHON FOR ASYMMETRIC AMINO-ACID SYNTHESIS |
| title_short | SYNTHESIS OF NONPROTEINOGENIC AMINO-ACIDS .2. PREPARATION OF A SYNTHETIC EQUIVALENT OF THE GAMMA-ANION SYNTHON FOR ASYMMETRIC AMINO-ACID SYNTHESIS |
| title_sort | synthesis of nonproteinogenic amino acids 2 preparation of a synthetic equivalent of the gamma anion synthon for asymmetric amino acid synthesis |
| work_keys_str_mv | AT baldwinj synthesisofnonproteinogenicaminoacids2preparationofasyntheticequivalentofthegammaanionsynthonforasymmetricaminoacidsynthesis AT northm synthesisofnonproteinogenicaminoacids2preparationofasyntheticequivalentofthegammaanionsynthonforasymmetricaminoacidsynthesis AT flinna synthesisofnonproteinogenicaminoacids2preparationofasyntheticequivalentofthegammaanionsynthonforasymmetricaminoacidsynthesis AT moloneym synthesisofnonproteinogenicaminoacids2preparationofasyntheticequivalentofthegammaanionsynthonforasymmetricaminoacidsynthesis |