Abstract:
Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6- hexodialdo-1,5-pyranose benzoylhydrazone using acetylating mixtures led us to the corresponding (2R)- and (2S)-5-phenyl-1,3,4-oxadiazoline derivatives. The same conditions applied to the semicarbazone produced the 5-methyl-1,3,4- oxadiazoline derivative as the main compound, which is formed with acetylating mixtures even at room temperature. X-Ray analysis and NMR techniques were used to determine the stereochemistry of the new asymmetric centers. © ARKAT-USA, Inc.
Registro:
Documento: |
Artículo
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Título: | Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6- hexodialdo-1,5-pyranose acylhydrazone and semicarbazone |
Autor: | Alho, M.A.M.; Baggio, R.; D'Accorso, N.B. |
Filiación: | Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Intendente Güiraldes 2160, 3er. Piso, Pabellon II, Ciudad Autonoma de Buenos Aires C1428EGA, Argentina Departamento de Química, Facultad de Ingeniería, Universidad de Buenos Aires, Av. Paseo Colon 850, 5to. Piso, Ciudad Autónoma de Buenos Aires C1063ACV, Argentina Gerencia de Investigación y Aplicaciones, Centro Atómico Constituyentes, Comisión Nacional de Energía Atómica, Av. Gral Paz 1499, San-Martín B1650KNA, Buenos Aires, Argentina
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Palabras clave: | Acetylation; Oxadiazolines; Semicarbazones; Sugar heterocycles |
Año: | 2013
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Volumen: | 2013
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Número: | 3
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Página de inicio: | 129
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Página de fin: | 138
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DOI: |
http://dx.doi.org/10.3998/ark.5550190.0014.311 |
Título revista: | Arkivoc
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Título revista abreviado: | Arkivoc
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ISSN: | 1551-701
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CODEN: | AGFUA
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1551-701_v2013_n3_p129_Alho |
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Citas:
---------- APA ----------
Alho, M.A.M., Baggio, R. & D'Accorso, N.B.
(2013)
. Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6- hexodialdo-1,5-pyranose acylhydrazone and semicarbazone. Arkivoc, 2013(3), 129-138.
http://dx.doi.org/10.3998/ark.5550190.0014.311---------- CHICAGO ----------
Alho, M.A.M., Baggio, R., D'Accorso, N.B.
"Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6- hexodialdo-1,5-pyranose acylhydrazone and semicarbazone"
. Arkivoc 2013, no. 3
(2013) : 129-138.
http://dx.doi.org/10.3998/ark.5550190.0014.311---------- MLA ----------
Alho, M.A.M., Baggio, R., D'Accorso, N.B.
"Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6- hexodialdo-1,5-pyranose acylhydrazone and semicarbazone"
. Arkivoc, vol. 2013, no. 3, 2013, pp. 129-138.
http://dx.doi.org/10.3998/ark.5550190.0014.311---------- VANCOUVER ----------
Alho, M.A.M., Baggio, R., D'Accorso, N.B. Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6- hexodialdo-1,5-pyranose acylhydrazone and semicarbazone. Arkivoc. 2013;2013(3):129-138.
http://dx.doi.org/10.3998/ark.5550190.0014.311