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Cycloaddition mit ungesattigten Zuckern, VI Die Synthese Diastereomerer 4H-Pyrano [3, 4-d] Isoxazol-4-One |
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Titel: |
Cycloaddition mit ungesattigten Zuckern, VI Die Synthese Diastereomerer 4H-Pyrano [3, 4-d] Isoxazol-4-One |
Auteur: |
Gnichtel, Horst Autenrieth-ansorge, Leonore Dachmann, Jochen Luger, Peter Duda, Andreas |
Verschenen in: |
Journal of carbohydrate chemistry |
Paginering: |
Jaargang 6 (1987) nr. 4 pagina's 673-683 |
Jaar: |
1987-12-01 |
Inhoud: |
By 1, 3-dipolar cycloaddition of benzonitrile oxide to 4, 6-di-O-acetyl-2, 3-dideoxy-D-erythro-hex-2-enono-1, 5-lactone (1), [3aR- (3aα, 6β,7α, 7aα)] - (2) and [3aS-(3aβ, 6β, 7α, 7aα)] -7- (acetyloxy) -6- (acetyloxymethyl) -3a, 6, 7, 7a-tetrahydro-3-phenyl-4H-pyrano [3, 4-d] isoxazole-4-one (3) were prepared in 58 and 7% yield respectively. From 2, [1' R, 3aR-(3aα, 6β, 6aα)] -6-(1', 2'-dihydroxymethyl)-6, 6a - dihydro-3-phenyl-furano [3, 4-d] isoxazole-4 (3aH) -one (5) was prepared by deacetylation. The structure of 3 was determined by X-ray analysis. |
Uitgever: |
Taylor & Francis |
Bronbestand: |
Elektronische Wetenschappelijke Tijdschriften |
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