Synthesis of homochiral β-hydroxy-α-aminoacids [(2S,3R,4R)-3,4-dihydroxyproline and (2S,3R,4R)-3,4-dihydroxypipecolic aicd] and of 1,4-dideoxy-1,4-imino-D-arabinitol [DAB1] and fagomine [1,5-imino-1,2,5-trideoxy-D-arabino-hexitol]

Efficient syntheses from diacetone glucose of 1,4-dideoxy-1,4-imino-D-arabinitol, (2S,3R,4R)-3,4-dihydroxyproline, fagomine [1,5-imino-1,2,5-trideoxy-D-arabino-hexitol], and (2S,3R,4R)-3,4-dihydroxypipecolic acid by intramolecular nucleophilic displacement by an amino function of 2-O-trifluromethane...

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Bibliografski detalji
Glavni autori: Fleet, G, Witty, DR
Format: Journal article
Jezik:English
Izdano: 1990
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author Fleet, G
Witty, DR
author_facet Fleet, G
Witty, DR
author_sort Fleet, G
collection OXFORD
description Efficient syntheses from diacetone glucose of 1,4-dideoxy-1,4-imino-D-arabinitol, (2S,3R,4R)-3,4-dihydroxyproline, fagomine [1,5-imino-1,2,5-trideoxy-D-arabino-hexitol], and (2S,3R,4R)-3,4-dihydroxypipecolic acid by intramolecular nucleophilic displacement by an amino function of 2-O-trifluromethanesulphonates of anomeric mixtures of methyl furanosides are reported. © 1990.
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spelling oxford-uuid:645777cc-bffd-4d43-9ff0-409299abd2112022-03-26T18:18:20ZSynthesis of homochiral β-hydroxy-α-aminoacids [(2S,3R,4R)-3,4-dihydroxyproline and (2S,3R,4R)-3,4-dihydroxypipecolic aicd] and of 1,4-dideoxy-1,4-imino-D-arabinitol [DAB1] and fagomine [1,5-imino-1,2,5-trideoxy-D-arabino-hexitol]Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:645777cc-bffd-4d43-9ff0-409299abd211EnglishSymplectic Elements at Oxford1990Fleet, GWitty, DREfficient syntheses from diacetone glucose of 1,4-dideoxy-1,4-imino-D-arabinitol, (2S,3R,4R)-3,4-dihydroxyproline, fagomine [1,5-imino-1,2,5-trideoxy-D-arabino-hexitol], and (2S,3R,4R)-3,4-dihydroxypipecolic acid by intramolecular nucleophilic displacement by an amino function of 2-O-trifluromethanesulphonates of anomeric mixtures of methyl furanosides are reported. © 1990.
spellingShingle Fleet, G
Witty, DR
Synthesis of homochiral β-hydroxy-α-aminoacids [(2S,3R,4R)-3,4-dihydroxyproline and (2S,3R,4R)-3,4-dihydroxypipecolic aicd] and of 1,4-dideoxy-1,4-imino-D-arabinitol [DAB1] and fagomine [1,5-imino-1,2,5-trideoxy-D-arabino-hexitol]
title Synthesis of homochiral β-hydroxy-α-aminoacids [(2S,3R,4R)-3,4-dihydroxyproline and (2S,3R,4R)-3,4-dihydroxypipecolic aicd] and of 1,4-dideoxy-1,4-imino-D-arabinitol [DAB1] and fagomine [1,5-imino-1,2,5-trideoxy-D-arabino-hexitol]
title_full Synthesis of homochiral β-hydroxy-α-aminoacids [(2S,3R,4R)-3,4-dihydroxyproline and (2S,3R,4R)-3,4-dihydroxypipecolic aicd] and of 1,4-dideoxy-1,4-imino-D-arabinitol [DAB1] and fagomine [1,5-imino-1,2,5-trideoxy-D-arabino-hexitol]
title_fullStr Synthesis of homochiral β-hydroxy-α-aminoacids [(2S,3R,4R)-3,4-dihydroxyproline and (2S,3R,4R)-3,4-dihydroxypipecolic aicd] and of 1,4-dideoxy-1,4-imino-D-arabinitol [DAB1] and fagomine [1,5-imino-1,2,5-trideoxy-D-arabino-hexitol]
title_full_unstemmed Synthesis of homochiral β-hydroxy-α-aminoacids [(2S,3R,4R)-3,4-dihydroxyproline and (2S,3R,4R)-3,4-dihydroxypipecolic aicd] and of 1,4-dideoxy-1,4-imino-D-arabinitol [DAB1] and fagomine [1,5-imino-1,2,5-trideoxy-D-arabino-hexitol]
title_short Synthesis of homochiral β-hydroxy-α-aminoacids [(2S,3R,4R)-3,4-dihydroxyproline and (2S,3R,4R)-3,4-dihydroxypipecolic aicd] and of 1,4-dideoxy-1,4-imino-D-arabinitol [DAB1] and fagomine [1,5-imino-1,2,5-trideoxy-D-arabino-hexitol]
title_sort synthesis of homochiral β hydroxy α aminoacids 2s 3r 4r 3 4 dihydroxyproline and 2s 3r 4r 3 4 dihydroxypipecolic aicd and of 1 4 dideoxy 1 4 imino d arabinitol dab1 and fagomine 1 5 imino 1 2 5 trideoxy d arabino hexitol
work_keys_str_mv AT fleetg synthesisofhomochiralbhydroxyaaminoacids2s3r4r34dihydroxyprolineand2s3r4r34dihydroxypipecolicaicdandof14dideoxy14iminodarabinitoldab1andfagomine15imino125trideoxydarabinohexitol
AT wittydr synthesisofhomochiralbhydroxyaaminoacids2s3r4r34dihydroxyprolineand2s3r4r34dihydroxypipecolicaicdandof14dideoxy14iminodarabinitoldab1andfagomine15imino125trideoxydarabinohexitol