SYNTHESIS OF THE MANNOSIDASE INHIBITORS SWAINSONINE AND 1,4-DIDEOXY-1,4-IMINO-D-MANNITOL AND OF THE RING CONTRACTED SWAINSONINES, (1S, 2R, 7R, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE AND (1S, 2R, 7S, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE
4,5-Anhydro-1-azido-1-deoxy-2,3-O-isopropylidene-D-talitol is a divergent intermediate for the efficient and practical syntheses of 1,4-dideoxy-1,4-imino-D-mannitol, swainsonine and of the ring contracted swainsonines, (1S, 2R, 7R, 7aR)-1,2,7-trihydroxypyrrolizidine and (1S, 2R, 7S, 7aR)-1,2,7-trihy...
| Main Authors: | , , , , , |
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| Format: | Journal article |
| Language: | English |
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1989
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| _version_ | 1826292903074332672 |
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| author | Carpenter, N Fleet, G Dibello, I Winchester, B Fellows, L Nash, R |
| author_facet | Carpenter, N Fleet, G Dibello, I Winchester, B Fellows, L Nash, R |
| author_sort | Carpenter, N |
| collection | OXFORD |
| description | 4,5-Anhydro-1-azido-1-deoxy-2,3-O-isopropylidene-D-talitol is a divergent intermediate for the efficient and practical syntheses of 1,4-dideoxy-1,4-imino-D-mannitol, swainsonine and of the ring contracted swainsonines, (1S, 2R, 7R, 7aR)-1,2,7-trihydroxypyrrolizidine and (1S, 2R, 7S, 7aR)-1,2,7-trihydroxypyrrolizidine. The effect on glycosidases of the ring contracted swainsonines is reported. © 1989. |
| first_indexed | 2024-03-07T03:21:52Z |
| format | Journal article |
| id | oxford-uuid:b7b261db-88be-4274-a1a9-621067c31b8b |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T03:21:52Z |
| publishDate | 1989 |
| record_format | dspace |
| spelling | oxford-uuid:b7b261db-88be-4274-a1a9-621067c31b8b2022-03-27T04:50:29ZSYNTHESIS OF THE MANNOSIDASE INHIBITORS SWAINSONINE AND 1,4-DIDEOXY-1,4-IMINO-D-MANNITOL AND OF THE RING CONTRACTED SWAINSONINES, (1S, 2R, 7R, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE AND (1S, 2R, 7S, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINEJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:b7b261db-88be-4274-a1a9-621067c31b8bEnglishSymplectic Elements at Oxford1989Carpenter, NFleet, GDibello, IWinchester, BFellows, LNash, R4,5-Anhydro-1-azido-1-deoxy-2,3-O-isopropylidene-D-talitol is a divergent intermediate for the efficient and practical syntheses of 1,4-dideoxy-1,4-imino-D-mannitol, swainsonine and of the ring contracted swainsonines, (1S, 2R, 7R, 7aR)-1,2,7-trihydroxypyrrolizidine and (1S, 2R, 7S, 7aR)-1,2,7-trihydroxypyrrolizidine. The effect on glycosidases of the ring contracted swainsonines is reported. © 1989. |
| spellingShingle | Carpenter, N Fleet, G Dibello, I Winchester, B Fellows, L Nash, R SYNTHESIS OF THE MANNOSIDASE INHIBITORS SWAINSONINE AND 1,4-DIDEOXY-1,4-IMINO-D-MANNITOL AND OF THE RING CONTRACTED SWAINSONINES, (1S, 2R, 7R, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE AND (1S, 2R, 7S, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE |
| title | SYNTHESIS OF THE MANNOSIDASE INHIBITORS SWAINSONINE AND 1,4-DIDEOXY-1,4-IMINO-D-MANNITOL AND OF THE RING CONTRACTED SWAINSONINES, (1S, 2R, 7R, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE AND (1S, 2R, 7S, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE |
| title_full | SYNTHESIS OF THE MANNOSIDASE INHIBITORS SWAINSONINE AND 1,4-DIDEOXY-1,4-IMINO-D-MANNITOL AND OF THE RING CONTRACTED SWAINSONINES, (1S, 2R, 7R, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE AND (1S, 2R, 7S, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE |
| title_fullStr | SYNTHESIS OF THE MANNOSIDASE INHIBITORS SWAINSONINE AND 1,4-DIDEOXY-1,4-IMINO-D-MANNITOL AND OF THE RING CONTRACTED SWAINSONINES, (1S, 2R, 7R, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE AND (1S, 2R, 7S, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE |
| title_full_unstemmed | SYNTHESIS OF THE MANNOSIDASE INHIBITORS SWAINSONINE AND 1,4-DIDEOXY-1,4-IMINO-D-MANNITOL AND OF THE RING CONTRACTED SWAINSONINES, (1S, 2R, 7R, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE AND (1S, 2R, 7S, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE |
| title_short | SYNTHESIS OF THE MANNOSIDASE INHIBITORS SWAINSONINE AND 1,4-DIDEOXY-1,4-IMINO-D-MANNITOL AND OF THE RING CONTRACTED SWAINSONINES, (1S, 2R, 7R, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE AND (1S, 2R, 7S, 7AR)-1,2,7-TRIHYDROXYPYRROLIZIDINE |
| title_sort | synthesis of the mannosidase inhibitors swainsonine and 1 4 dideoxy 1 4 imino d mannitol and of the ring contracted swainsonines 1s 2r 7r 7ar 1 2 7 trihydroxypyrrolizidine and 1s 2r 7s 7ar 1 2 7 trihydroxypyrrolizidine |
| work_keys_str_mv | AT carpentern synthesisofthemannosidaseinhibitorsswainsonineand14dideoxy14iminodmannitolandoftheringcontractedswainsonines1s2r7r7ar127trihydroxypyrrolizidineand1s2r7s7ar127trihydroxypyrrolizidine AT fleetg synthesisofthemannosidaseinhibitorsswainsonineand14dideoxy14iminodmannitolandoftheringcontractedswainsonines1s2r7r7ar127trihydroxypyrrolizidineand1s2r7s7ar127trihydroxypyrrolizidine AT dibelloi synthesisofthemannosidaseinhibitorsswainsonineand14dideoxy14iminodmannitolandoftheringcontractedswainsonines1s2r7r7ar127trihydroxypyrrolizidineand1s2r7s7ar127trihydroxypyrrolizidine AT winchesterb synthesisofthemannosidaseinhibitorsswainsonineand14dideoxy14iminodmannitolandoftheringcontractedswainsonines1s2r7r7ar127trihydroxypyrrolizidineand1s2r7s7ar127trihydroxypyrrolizidine AT fellowsl synthesisofthemannosidaseinhibitorsswainsonineand14dideoxy14iminodmannitolandoftheringcontractedswainsonines1s2r7r7ar127trihydroxypyrrolizidineand1s2r7s7ar127trihydroxypyrrolizidine AT nashr synthesisofthemannosidaseinhibitorsswainsonineand14dideoxy14iminodmannitolandoftheringcontractedswainsonines1s2r7r7ar127trihydroxypyrrolizidineand1s2r7s7ar127trihydroxypyrrolizidine |