METHYL 2-AZIDO-3-O-BENZYL-2-DEOXY-ALPHA-D-MANNOFURANOSIDE AS A DIVERGENT INTERMEDIATE FOR THE SYNTHESIS OF POLYHYDROXYLATED PIPERIDINES AND PYRROLIDINES - SYNTHESIS OF 2,5-DIDEOXY-2,5-IMINO-D-MANNITOL [2R,5R-DIHYDROXYMETHYL-3R,4R-DIHYDROXYPYRROLIDINE]
The synthesis of methyl 2-azido-3-O-benzyl-2-deoxy-α-D-mannofuranoside (1) from D-glucose is reported; the conversions of (1) into derivatives of methyl 3-O-benzyl-2,6-dideoxy-2,6-imino-α-D-mannofuranoside (as precursors for the synthesis of polyhydroxylated piperidines) and into the hydroxylated py...
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| 格式: | Journal article |
| 語言: | English |
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1987
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| _version_ | 1826257783885922304 |
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| author | Fleet, G Smith, P |
| author_facet | Fleet, G Smith, P |
| author_sort | Fleet, G |
| collection | OXFORD |
| description | The synthesis of methyl 2-azido-3-O-benzyl-2-deoxy-α-D-mannofuranoside (1) from D-glucose is reported; the conversions of (1) into derivatives of methyl 3-O-benzyl-2,6-dideoxy-2,6-imino-α-D-mannofuranoside (as precursors for the synthesis of polyhydroxylated piperidines) and into the hydroxylated pyrrrolidine, 2,5-dideoxy-2,5-imino-D-mannitol [2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrrolidine] are described. © 1987. |
| first_indexed | 2024-03-06T18:23:39Z |
| format | Journal article |
| id | oxford-uuid:07300ce1-98a5-43a9-89ee-58945dcce22b |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T18:23:39Z |
| publishDate | 1987 |
| record_format | dspace |
| spelling | oxford-uuid:07300ce1-98a5-43a9-89ee-58945dcce22b2022-03-26T09:06:18ZMETHYL 2-AZIDO-3-O-BENZYL-2-DEOXY-ALPHA-D-MANNOFURANOSIDE AS A DIVERGENT INTERMEDIATE FOR THE SYNTHESIS OF POLYHYDROXYLATED PIPERIDINES AND PYRROLIDINES - SYNTHESIS OF 2,5-DIDEOXY-2,5-IMINO-D-MANNITOL [2R,5R-DIHYDROXYMETHYL-3R,4R-DIHYDROXYPYRROLIDINE]Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:07300ce1-98a5-43a9-89ee-58945dcce22bEnglishSymplectic Elements at Oxford1987Fleet, GSmith, PThe synthesis of methyl 2-azido-3-O-benzyl-2-deoxy-α-D-mannofuranoside (1) from D-glucose is reported; the conversions of (1) into derivatives of methyl 3-O-benzyl-2,6-dideoxy-2,6-imino-α-D-mannofuranoside (as precursors for the synthesis of polyhydroxylated piperidines) and into the hydroxylated pyrrrolidine, 2,5-dideoxy-2,5-imino-D-mannitol [2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrrolidine] are described. © 1987. |
| spellingShingle | Fleet, G Smith, P METHYL 2-AZIDO-3-O-BENZYL-2-DEOXY-ALPHA-D-MANNOFURANOSIDE AS A DIVERGENT INTERMEDIATE FOR THE SYNTHESIS OF POLYHYDROXYLATED PIPERIDINES AND PYRROLIDINES - SYNTHESIS OF 2,5-DIDEOXY-2,5-IMINO-D-MANNITOL [2R,5R-DIHYDROXYMETHYL-3R,4R-DIHYDROXYPYRROLIDINE] |
| title | METHYL 2-AZIDO-3-O-BENZYL-2-DEOXY-ALPHA-D-MANNOFURANOSIDE AS A DIVERGENT INTERMEDIATE FOR THE SYNTHESIS OF POLYHYDROXYLATED PIPERIDINES AND PYRROLIDINES - SYNTHESIS OF 2,5-DIDEOXY-2,5-IMINO-D-MANNITOL [2R,5R-DIHYDROXYMETHYL-3R,4R-DIHYDROXYPYRROLIDINE] |
| title_full | METHYL 2-AZIDO-3-O-BENZYL-2-DEOXY-ALPHA-D-MANNOFURANOSIDE AS A DIVERGENT INTERMEDIATE FOR THE SYNTHESIS OF POLYHYDROXYLATED PIPERIDINES AND PYRROLIDINES - SYNTHESIS OF 2,5-DIDEOXY-2,5-IMINO-D-MANNITOL [2R,5R-DIHYDROXYMETHYL-3R,4R-DIHYDROXYPYRROLIDINE] |
| title_fullStr | METHYL 2-AZIDO-3-O-BENZYL-2-DEOXY-ALPHA-D-MANNOFURANOSIDE AS A DIVERGENT INTERMEDIATE FOR THE SYNTHESIS OF POLYHYDROXYLATED PIPERIDINES AND PYRROLIDINES - SYNTHESIS OF 2,5-DIDEOXY-2,5-IMINO-D-MANNITOL [2R,5R-DIHYDROXYMETHYL-3R,4R-DIHYDROXYPYRROLIDINE] |
| title_full_unstemmed | METHYL 2-AZIDO-3-O-BENZYL-2-DEOXY-ALPHA-D-MANNOFURANOSIDE AS A DIVERGENT INTERMEDIATE FOR THE SYNTHESIS OF POLYHYDROXYLATED PIPERIDINES AND PYRROLIDINES - SYNTHESIS OF 2,5-DIDEOXY-2,5-IMINO-D-MANNITOL [2R,5R-DIHYDROXYMETHYL-3R,4R-DIHYDROXYPYRROLIDINE] |
| title_short | METHYL 2-AZIDO-3-O-BENZYL-2-DEOXY-ALPHA-D-MANNOFURANOSIDE AS A DIVERGENT INTERMEDIATE FOR THE SYNTHESIS OF POLYHYDROXYLATED PIPERIDINES AND PYRROLIDINES - SYNTHESIS OF 2,5-DIDEOXY-2,5-IMINO-D-MANNITOL [2R,5R-DIHYDROXYMETHYL-3R,4R-DIHYDROXYPYRROLIDINE] |
| title_sort | methyl 2 azido 3 o benzyl 2 deoxy alpha d mannofuranoside as a divergent intermediate for the synthesis of polyhydroxylated piperidines and pyrrolidines synthesis of 2 5 dideoxy 2 5 imino d mannitol 2r 5r dihydroxymethyl 3r 4r dihydroxypyrrolidine |
| work_keys_str_mv | AT fleetg methyl2azido3obenzyl2deoxyalphadmannofuranosideasadivergentintermediateforthesynthesisofpolyhydroxylatedpiperidinesandpyrrolidinessynthesisof25dideoxy25iminodmannitol2r5rdihydroxymethyl3r4rdihydroxypyrrolidine AT smithp methyl2azido3obenzyl2deoxyalphadmannofuranosideasadivergentintermediateforthesynthesisofpolyhydroxylatedpiperidinesandpyrrolidinessynthesisof25dideoxy25iminodmannitol2r5rdihydroxymethyl3r4rdihydroxypyrrolidine |