2-O-Benzhydryl-3,4-(S)-O-benzyl-idene-d-xylono-1,4-lactone.
X-ray crystallography unequivocally shows that protection of the free hydroxyl group of 3,5-O-benzyl-idene-d-xylono-1,4-lactone with diphenyl-diazo-methane proceeded smoothly to give the title compound, C(25)H(22)O(5), with no accompanying epimerization. Unlike the analogously protected lyxono lacto...
| Main Authors: | , , , , , |
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| Format: | Journal article |
| Language: | English |
| Published: |
2008
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| _version_ | 1797076340298481664 |
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| author | Jenkinson, S Rule, S Booth, K Fleet, G Watkin, D Petursson, S |
| author_facet | Jenkinson, S Rule, S Booth, K Fleet, G Watkin, D Petursson, S |
| author_sort | Jenkinson, S |
| collection | OXFORD |
| description | X-ray crystallography unequivocally shows that protection of the free hydroxyl group of 3,5-O-benzyl-idene-d-xylono-1,4-lactone with diphenyl-diazo-methane proceeded smoothly to give the title compound, C(25)H(22)O(5), with no accompanying epimerization. Unlike the analogously protected lyxono lactone, the isomeric xylono lactone has two mol-ecules present in the asymmetric unit (Z' = 2). The 5-ring lactones adopt envelope conformations and the 6-ring ketals adopt chair conformations. |
| first_indexed | 2024-03-07T00:02:40Z |
| format | Journal article |
| id | oxford-uuid:7680dbc8-4f4d-47e0-a6ef-b13c8d09b28f |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T00:02:40Z |
| publishDate | 2008 |
| record_format | dspace |
| spelling | oxford-uuid:7680dbc8-4f4d-47e0-a6ef-b13c8d09b28f2022-03-26T20:16:42Z2-O-Benzhydryl-3,4-(S)-O-benzyl-idene-d-xylono-1,4-lactone.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:7680dbc8-4f4d-47e0-a6ef-b13c8d09b28fEnglishSymplectic Elements at Oxford2008Jenkinson, SRule, SBooth, KFleet, GWatkin, DPetursson, SX-ray crystallography unequivocally shows that protection of the free hydroxyl group of 3,5-O-benzyl-idene-d-xylono-1,4-lactone with diphenyl-diazo-methane proceeded smoothly to give the title compound, C(25)H(22)O(5), with no accompanying epimerization. Unlike the analogously protected lyxono lactone, the isomeric xylono lactone has two mol-ecules present in the asymmetric unit (Z' = 2). The 5-ring lactones adopt envelope conformations and the 6-ring ketals adopt chair conformations. |
| spellingShingle | Jenkinson, S Rule, S Booth, K Fleet, G Watkin, D Petursson, S 2-O-Benzhydryl-3,4-(S)-O-benzyl-idene-d-xylono-1,4-lactone. |
| title | 2-O-Benzhydryl-3,4-(S)-O-benzyl-idene-d-xylono-1,4-lactone. |
| title_full | 2-O-Benzhydryl-3,4-(S)-O-benzyl-idene-d-xylono-1,4-lactone. |
| title_fullStr | 2-O-Benzhydryl-3,4-(S)-O-benzyl-idene-d-xylono-1,4-lactone. |
| title_full_unstemmed | 2-O-Benzhydryl-3,4-(S)-O-benzyl-idene-d-xylono-1,4-lactone. |
| title_short | 2-O-Benzhydryl-3,4-(S)-O-benzyl-idene-d-xylono-1,4-lactone. |
| title_sort | 2 o benzhydryl 3 4 s o benzyl idene d xylono 1 4 lactone |
| work_keys_str_mv | AT jenkinsons 2obenzhydryl34sobenzylidenedxylono14lactone AT rules 2obenzhydryl34sobenzylidenedxylono14lactone AT boothk 2obenzhydryl34sobenzylidenedxylono14lactone AT fleetg 2obenzhydryl34sobenzylidenedxylono14lactone AT watkind 2obenzhydryl34sobenzylidenedxylono14lactone AT peturssons 2obenzhydryl34sobenzylidenedxylono14lactone |