1,2-diacetals: a new opportunity for organic synthesis.
The use of 1,2-diacetals for a number of synthetic applications to provide diol protection and reactivity control was studied. The chiral versions of these systems were used to desymmetrize the enantiotopic diol pairs and to discriminate diequatorial diols in many carbohydrate derivatives. The fusio...
| Main Authors: | , , , , , , |
|---|---|
| Format: | Journal article |
| Sprog: | English |
| Udgivet: |
ACS
2001
|
| _version_ | 1826271875604414464 |
|---|---|
| author | Ley, S Baeschlin, D Dixon, D Foster, A Ince, S Priepke, H Reynolds, D |
| author_facet | Ley, S Baeschlin, D Dixon, D Foster, A Ince, S Priepke, H Reynolds, D |
| author_sort | Ley, S |
| collection | OXFORD |
| description | The use of 1,2-diacetals for a number of synthetic applications to provide diol protection and reactivity control was studied. The chiral versions of these systems were used to desymmetrize the enantiotopic diol pairs and to discriminate diequatorial diols in many carbohydrate derivatives. The fusion of these rigid units to the carbohydrate substrates proved effective for tuning the reactivity during glycosidic coupling reactions. The studies confirmed that the methyl groups acted as useful diagnostic markers to analyze the nuclear magnetic resonance features of the compounds. |
| first_indexed | 2024-03-06T22:03:38Z |
| format | Journal article |
| id | oxford-uuid:4f6c7d29-db16-4738-b5c4-76d5840bcf74 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T22:03:38Z |
| publishDate | 2001 |
| publisher | ACS |
| record_format | dspace |
| spelling | oxford-uuid:4f6c7d29-db16-4738-b5c4-76d5840bcf742022-03-26T16:07:10Z1,2-diacetals: a new opportunity for organic synthesis.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:4f6c7d29-db16-4738-b5c4-76d5840bcf74EnglishSymplectic Elements at OxfordACS2001Ley, SBaeschlin, DDixon, DFoster, AInce, SPriepke, HReynolds, DThe use of 1,2-diacetals for a number of synthetic applications to provide diol protection and reactivity control was studied. The chiral versions of these systems were used to desymmetrize the enantiotopic diol pairs and to discriminate diequatorial diols in many carbohydrate derivatives. The fusion of these rigid units to the carbohydrate substrates proved effective for tuning the reactivity during glycosidic coupling reactions. The studies confirmed that the methyl groups acted as useful diagnostic markers to analyze the nuclear magnetic resonance features of the compounds. |
| spellingShingle | Ley, S Baeschlin, D Dixon, D Foster, A Ince, S Priepke, H Reynolds, D 1,2-diacetals: a new opportunity for organic synthesis. |
| title | 1,2-diacetals: a new opportunity for organic synthesis. |
| title_full | 1,2-diacetals: a new opportunity for organic synthesis. |
| title_fullStr | 1,2-diacetals: a new opportunity for organic synthesis. |
| title_full_unstemmed | 1,2-diacetals: a new opportunity for organic synthesis. |
| title_short | 1,2-diacetals: a new opportunity for organic synthesis. |
| title_sort | 1 2 diacetals a new opportunity for organic synthesis |
| work_keys_str_mv | AT leys 12diacetalsanewopportunityfororganicsynthesis AT baeschlind 12diacetalsanewopportunityfororganicsynthesis AT dixond 12diacetalsanewopportunityfororganicsynthesis AT fostera 12diacetalsanewopportunityfororganicsynthesis AT inces 12diacetalsanewopportunityfororganicsynthesis AT priepkeh 12diacetalsanewopportunityfororganicsynthesis AT reynoldsd 12diacetalsanewopportunityfororganicsynthesis |