The direct catalytic enantioselective synthesis of protected aryl beta-hydroxy-alpha-amino acids.
The combination of three reagents-a tridentate pybox ligand (pybox = pyridine bis(oxazoline)), magnesium perchlorate, and Hünig base (iPr 2EtN)-allows the catalytic generation of a chiral glycine enolate from 1 that undergoes highly enantioselective addition to a range of aryl aldehydes 2. The prote...
| Main Authors: | , , , , |
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| Format: | Journal article |
| Language: | English |
| Published: |
2005
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| _version_ | 1826295298231631872 |
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| author | Willis, M Cutting, G Piccio, V Durbin, M John, M |
| author_facet | Willis, M Cutting, G Piccio, V Durbin, M John, M |
| author_sort | Willis, M |
| collection | OXFORD |
| description | The combination of three reagents-a tridentate pybox ligand (pybox = pyridine bis(oxazoline)), magnesium perchlorate, and Hünig base (iPr 2EtN)-allows the catalytic generation of a chiral glycine enolate from 1 that undergoes highly enantioselective addition to a range of aryl aldehydes 2. The protected aryl β-hydroxy-α-amino acid products obtained include a protected version of one of the aryl serine units present in the glycopeptide antibiotic vancomycin. © 2005 Wiley-VCH Verlag GmbH and Co. KGaA, Weinheim. |
| first_indexed | 2024-03-07T03:58:52Z |
| format | Journal article |
| id | oxford-uuid:c3d08281-055c-413d-9a43-83fa2c3ccae8 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T03:58:52Z |
| publishDate | 2005 |
| record_format | dspace |
| spelling | oxford-uuid:c3d08281-055c-413d-9a43-83fa2c3ccae82022-03-27T06:19:18ZThe direct catalytic enantioselective synthesis of protected aryl beta-hydroxy-alpha-amino acids.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:c3d08281-055c-413d-9a43-83fa2c3ccae8EnglishSymplectic Elements at Oxford2005Willis, MCutting, GPiccio, VDurbin, MJohn, MThe combination of three reagents-a tridentate pybox ligand (pybox = pyridine bis(oxazoline)), magnesium perchlorate, and Hünig base (iPr 2EtN)-allows the catalytic generation of a chiral glycine enolate from 1 that undergoes highly enantioselective addition to a range of aryl aldehydes 2. The protected aryl β-hydroxy-α-amino acid products obtained include a protected version of one of the aryl serine units present in the glycopeptide antibiotic vancomycin. © 2005 Wiley-VCH Verlag GmbH and Co. KGaA, Weinheim. |
| spellingShingle | Willis, M Cutting, G Piccio, V Durbin, M John, M The direct catalytic enantioselective synthesis of protected aryl beta-hydroxy-alpha-amino acids. |
| title | The direct catalytic enantioselective synthesis of protected aryl beta-hydroxy-alpha-amino acids. |
| title_full | The direct catalytic enantioselective synthesis of protected aryl beta-hydroxy-alpha-amino acids. |
| title_fullStr | The direct catalytic enantioselective synthesis of protected aryl beta-hydroxy-alpha-amino acids. |
| title_full_unstemmed | The direct catalytic enantioselective synthesis of protected aryl beta-hydroxy-alpha-amino acids. |
| title_short | The direct catalytic enantioselective synthesis of protected aryl beta-hydroxy-alpha-amino acids. |
| title_sort | direct catalytic enantioselective synthesis of protected aryl beta hydroxy alpha amino acids |
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