Kinetic and thermodynamic azides from alpha-triflates of gamma-lactones: Intermediates for the incorporation of polyhydroxylated D- and L-alpha-aminoacids into combinatorial libraries
Displacement of α-triflates of 2,3,4-all cis-substituted γ-lactones by sodium azide in DMF gives kinetically an azide with inversion of configuration at the C-2 of the lactone; under the reaction conditions, the initially formed azide epimerises to the apparently more crowded and thermodynamically s...
| Main Authors: | , , , , , , , , , , |
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| Format: | Journal article |
| Language: | English |
| Published: |
1996
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| _version_ | 1797060896827113472 |
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| author | Krulle, T Davis, B Ardron, H Long, D Hindle, N Smith, C Brown, D Lane, A Watkin, D Marquess, D Fleet, G |
| author_facet | Krulle, T Davis, B Ardron, H Long, D Hindle, N Smith, C Brown, D Lane, A Watkin, D Marquess, D Fleet, G |
| author_sort | Krulle, T |
| collection | OXFORD |
| description | Displacement of α-triflates of 2,3,4-all cis-substituted γ-lactones by sodium azide in DMF gives kinetically an azide with inversion of configuration at the C-2 of the lactone; under the reaction conditions, the initially formed azide epimerises to the apparently more crowded and thermodynamically stable all cis-azide, giving intermediates which should readily allow the incorporation of polyhydroxylated amino acids into combinatorial libraries. |
| first_indexed | 2024-03-06T20:23:26Z |
| format | Journal article |
| id | oxford-uuid:2e9c5ec2-cb13-42fe-acca-aa5e53549d02 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T20:23:26Z |
| publishDate | 1996 |
| record_format | dspace |
| spelling | oxford-uuid:2e9c5ec2-cb13-42fe-acca-aa5e53549d022022-03-26T12:49:55ZKinetic and thermodynamic azides from alpha-triflates of gamma-lactones: Intermediates for the incorporation of polyhydroxylated D- and L-alpha-aminoacids into combinatorial librariesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:2e9c5ec2-cb13-42fe-acca-aa5e53549d02EnglishSymplectic Elements at Oxford1996Krulle, TDavis, BArdron, HLong, DHindle, NSmith, CBrown, DLane, AWatkin, DMarquess, DFleet, GDisplacement of α-triflates of 2,3,4-all cis-substituted γ-lactones by sodium azide in DMF gives kinetically an azide with inversion of configuration at the C-2 of the lactone; under the reaction conditions, the initially formed azide epimerises to the apparently more crowded and thermodynamically stable all cis-azide, giving intermediates which should readily allow the incorporation of polyhydroxylated amino acids into combinatorial libraries. |
| spellingShingle | Krulle, T Davis, B Ardron, H Long, D Hindle, N Smith, C Brown, D Lane, A Watkin, D Marquess, D Fleet, G Kinetic and thermodynamic azides from alpha-triflates of gamma-lactones: Intermediates for the incorporation of polyhydroxylated D- and L-alpha-aminoacids into combinatorial libraries |
| title | Kinetic and thermodynamic azides from alpha-triflates of gamma-lactones: Intermediates for the incorporation of polyhydroxylated D- and L-alpha-aminoacids into combinatorial libraries |
| title_full | Kinetic and thermodynamic azides from alpha-triflates of gamma-lactones: Intermediates for the incorporation of polyhydroxylated D- and L-alpha-aminoacids into combinatorial libraries |
| title_fullStr | Kinetic and thermodynamic azides from alpha-triflates of gamma-lactones: Intermediates for the incorporation of polyhydroxylated D- and L-alpha-aminoacids into combinatorial libraries |
| title_full_unstemmed | Kinetic and thermodynamic azides from alpha-triflates of gamma-lactones: Intermediates for the incorporation of polyhydroxylated D- and L-alpha-aminoacids into combinatorial libraries |
| title_short | Kinetic and thermodynamic azides from alpha-triflates of gamma-lactones: Intermediates for the incorporation of polyhydroxylated D- and L-alpha-aminoacids into combinatorial libraries |
| title_sort | kinetic and thermodynamic azides from alpha triflates of gamma lactones intermediates for the incorporation of polyhydroxylated d and l alpha aminoacids into combinatorial libraries |
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