Trichloro-oxazolines as activated donors for aminosugar coupling.
Starting from tri-O-acetyl-D-glucal, a combination of the Overman rearrangement and subsequent dihydroxylation produces a range of aminosugars. These can be activated by formation of the corresponding trichloro-oxazolines, which are excellent glycosyl donors as they form disaccharides with good (tra...
| Main Authors: | , , |
|---|---|
| Format: | Journal article |
| Language: | English |
| Published: |
2003
|
| _version_ | 1826257356762120192 |
|---|---|
| author | Donohoe, T Logan, J Laffan, D |
| author_facet | Donohoe, T Logan, J Laffan, D |
| author_sort | Donohoe, T |
| collection | OXFORD |
| description | Starting from tri-O-acetyl-D-glucal, a combination of the Overman rearrangement and subsequent dihydroxylation produces a range of aminosugars. These can be activated by formation of the corresponding trichloro-oxazolines, which are excellent glycosyl donors as they form disaccharides with good (trans) stereoselectivity under mild conditions. Propagation of these trichloro-oxazolines gave trisaccharides that can then be dehalogenated under a variety of conditions. [reaction: see text] |
| first_indexed | 2024-03-06T18:16:54Z |
| format | Journal article |
| id | oxford-uuid:04ed5ac4-65a9-404c-b000-d46fe344a1cd |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T18:16:54Z |
| publishDate | 2003 |
| record_format | dspace |
| spelling | oxford-uuid:04ed5ac4-65a9-404c-b000-d46fe344a1cd2022-03-26T08:54:21ZTrichloro-oxazolines as activated donors for aminosugar coupling.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:04ed5ac4-65a9-404c-b000-d46fe344a1cdEnglishSymplectic Elements at Oxford2003Donohoe, TLogan, JLaffan, DStarting from tri-O-acetyl-D-glucal, a combination of the Overman rearrangement and subsequent dihydroxylation produces a range of aminosugars. These can be activated by formation of the corresponding trichloro-oxazolines, which are excellent glycosyl donors as they form disaccharides with good (trans) stereoselectivity under mild conditions. Propagation of these trichloro-oxazolines gave trisaccharides that can then be dehalogenated under a variety of conditions. [reaction: see text] |
| spellingShingle | Donohoe, T Logan, J Laffan, D Trichloro-oxazolines as activated donors for aminosugar coupling. |
| title | Trichloro-oxazolines as activated donors for aminosugar coupling. |
| title_full | Trichloro-oxazolines as activated donors for aminosugar coupling. |
| title_fullStr | Trichloro-oxazolines as activated donors for aminosugar coupling. |
| title_full_unstemmed | Trichloro-oxazolines as activated donors for aminosugar coupling. |
| title_short | Trichloro-oxazolines as activated donors for aminosugar coupling. |
| title_sort | trichloro oxazolines as activated donors for aminosugar coupling |
| work_keys_str_mv | AT donohoet trichlorooxazolinesasactivateddonorsforaminosugarcoupling AT loganj trichlorooxazolinesasactivateddonorsforaminosugarcoupling AT laffand trichlorooxazolinesasactivateddonorsforaminosugarcoupling |