Abstract:
The known 1,4-anhydro-2,3,6-tri-O-benzyl-D-galactopyranose (1) has been regioselectively ring-opened using a variety of nucleophiles under acidic conditions to exclusively afford furanosides.
Registro:
Documento: |
Artículo
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Título: | Synthesis of galactofuranosides by regioselective ring opening of a 1,4-anhydrogalactopyranose derivative: A possible chemical model for an unprecedented enzymatic reaction |
Autor: | Kovensky, J.; Sinaÿ, P. |
Filiación: | CIHIDECAR (CONICET), Departamento de Química Orgánica, Pabellón II, 1428 Buenos Aires, Argentina Département de Chimie, Associé au CNRS, Ecole Normale Supérieure, 24, rue Lhomond, 75231 Paris Cedex 05, France
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Palabras clave: | Anhydro sugars; Carbohydrates; Enzymes; Galactofuranosides; Glycosides; 1,4 anhydro 2,3,6 tri o benzyl beta galactopyranose; galactofuranoside derivative; pyranoside; unclassified drug; article; catalysis; chemical reaction kinetics; chemical structure; isotope labeling; nuclear magnetic resonance spectroscopy; reaction analysis; structure analysis; synthesis |
Año: | 2000
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Número: | 21
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Página de inicio: | 3523
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Página de fin: | 3525
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Título revista: | European Journal of Organic Chemistry
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Título revista abreviado: | Eur. J. Org. Chem.
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ISSN: | 1434193X
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CODEN: | EJOCF
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1434193X_v_n21_p3523_Kovensky |
Referencias:
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- Lee, R.E., Smith, M.D., Pickering, L., Fleet, G.W.J., (1999) Tetrahedron Lett., 40, pp. 8689-8692
- Kovensky, J., McNeil, M., Sinaÿ, P., (1999) J. Org. Chem., 64, pp. 6202-6205
- Burton, A., Wyatt, P., Boons, G.-J., (1997) J. Chem. Soc., Perkin Trans. 1, pp. 2375-2382
- Barlow, J.N., Girvin, M.E., Blanchard, J.S., (1999) J. Am. Chem. Soc., 121, pp. 6968-6969
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Citas:
---------- APA ----------
Kovensky, J. & Sinaÿ, P.
(2000)
. Synthesis of galactofuranosides by regioselective ring opening of a 1,4-anhydrogalactopyranose derivative: A possible chemical model for an unprecedented enzymatic reaction. European Journal of Organic Chemistry(21), 3523-3525.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1434193X_v_n21_p3523_Kovensky [ ]
---------- CHICAGO ----------
Kovensky, J., Sinaÿ, P.
"Synthesis of galactofuranosides by regioselective ring opening of a 1,4-anhydrogalactopyranose derivative: A possible chemical model for an unprecedented enzymatic reaction"
. European Journal of Organic Chemistry, no. 21
(2000) : 3523-3525.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1434193X_v_n21_p3523_Kovensky [ ]
---------- MLA ----------
Kovensky, J., Sinaÿ, P.
"Synthesis of galactofuranosides by regioselective ring opening of a 1,4-anhydrogalactopyranose derivative: A possible chemical model for an unprecedented enzymatic reaction"
. European Journal of Organic Chemistry, no. 21, 2000, pp. 3523-3525.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1434193X_v_n21_p3523_Kovensky [ ]
---------- VANCOUVER ----------
Kovensky, J., Sinaÿ, P. Synthesis of galactofuranosides by regioselective ring opening of a 1,4-anhydrogalactopyranose derivative: A possible chemical model for an unprecedented enzymatic reaction. Eur. J. Org. Chem. 2000(21):3523-3525.
Available from: https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1434193X_v_n21_p3523_Kovensky [ ]