Abstract:
The 1,3-dipolar cycloaddition reaction between a 2-deoxy-D-aldose oxime (D-gluco or D-ribo) and an alkyne as dipolarophile (phenylacetylene, 2-propyn-1-o1, 3-chloro-1-propyne, or 3-bromo-1-propyne) is described. The new 3-glycosyl-5-substituted-2-isoxazoles are characterized physically and spectroscopically.
Registro:
Documento: |
Artículo
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Título: | A facile synthesis of 3-glycosyl-5-substituted-2-isoxazoles |
Autor: | Fascio, M.L.; D'Accorso, N.B. |
Filiación: | Departamento de Quimica Organica, Fac. de Ciencias Exactas y Naturales, Universidad de Buenos Aires, C. P. 1428, Buenos Aires, Argentina
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Palabras clave: | 2 isoxazole derivative; alkyne; isoxazole derivative; oxime; unclassified drug; article; cyclization; drug synthesis; reaction analysis; spectroscopy; stereochemistry |
Año: | 2001
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Volumen: | 31
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Número: | 12
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Página de inicio: | 1913
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Página de fin: | 1920
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DOI: |
http://dx.doi.org/10.1081/SCC-100104343 |
Título revista: | Synthetic Communications
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Título revista abreviado: | Synth. Commun.
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ISSN: | 00397911
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CODEN: | SYNCA
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00397911_v31_n12_p1913_Fascio |
Referencias:
- Mitsui Toatsu Chemicals, Mitsui Seiyaku Kogyoo KK, Toyama Chemical Co. Ltd.; Jpn. Kokai 1994, 06 116 146; Marquis, E.T., Sanderson, J.R., (1994) Chem. Abstr., 120, p. 217. , US Pat., 1994, 52833356
- Lang, S.A., Lin, Y.-I., (1984) Comp. Heterocycl. Chem. Ist edn, 2 (1), p. 222
- Padwa, A., (1984) 1,3-Dipolar Cycloadditions Chemistry, 1, p. 337. , ed. by J. Wiley & Sons, Chapter 3, New York
- Kozikowski, A.P., Goldstein, S., (1983) J. Org. Chem., 48, p. 1139
- Fascio, M.L., D'Accorso, N.B., (1996) J. Heterocyclic Chem., 33, p. 1573
- Hassner, A., Lokanatha Rai, K.M., (1989) Synthesis, p. 57
- Lokanatha Rai, K.M., Hassner, A., (1990) Heterocycles, 30, p. 817
Citas:
---------- APA ----------
Fascio, M.L. & D'Accorso, N.B.
(2001)
. A facile synthesis of 3-glycosyl-5-substituted-2-isoxazoles. Synthetic Communications, 31(12), 1913-1920.
http://dx.doi.org/10.1081/SCC-100104343---------- CHICAGO ----------
Fascio, M.L., D'Accorso, N.B.
"A facile synthesis of 3-glycosyl-5-substituted-2-isoxazoles"
. Synthetic Communications 31, no. 12
(2001) : 1913-1920.
http://dx.doi.org/10.1081/SCC-100104343---------- MLA ----------
Fascio, M.L., D'Accorso, N.B.
"A facile synthesis of 3-glycosyl-5-substituted-2-isoxazoles"
. Synthetic Communications, vol. 31, no. 12, 2001, pp. 1913-1920.
http://dx.doi.org/10.1081/SCC-100104343---------- VANCOUVER ----------
Fascio, M.L., D'Accorso, N.B. A facile synthesis of 3-glycosyl-5-substituted-2-isoxazoles. Synth. Commun. 2001;31(12):1913-1920.
http://dx.doi.org/10.1081/SCC-100104343