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Abstract:

The heterocyclization reaction on thiosemicarbazones having the D-galacto, D-gluco and D-manno configuration was studied. We applied two different acetylating conditions, and the reaction products obtained were identified, spectroscopically characterized, and conformationally analyzed. Using experimental data, we discuss a possible mechanistic pathway for heterocyclization and evaluate the influence of several factors, including starting material configuration, pH of reaction medium, and reaction time. (C) 2000 Elsevier Science Ltd.

Registro:

Documento: Artículo
Título:Behavior of free sugar thiosemicarbazones toward heterocyclization reactions
Autor:Martins Alho, M.A.; D'Accorso, N.B.
Filiación:CIHIDECAR (CONICET)-Departamento De Química Orgánica, Facultad De Ciencias Exactas Y Naturales, Universidad De Buenos Aires, CP 1428, Buenos Aires, Argentina
Palabras clave:Acetylation; Heterocyclization; pH influence; Sugar thiadiazolines; Sugar thiosemicarbazones; carbohydrate derivative; thiosemicarbazone derivative; acetylation; article; cyclization; pH; priority journal; reaction analysis; reaction time; structure activity relation; structure analysis; Acetylation; Antitubercular Agents; Carbon Isotopes; Heterocyclic Compounds; Magnetic Resonance Spectroscopy; Molecular Conformation; Protons; Stereoisomerism; Support, Non-U.S. Gov't; Thiosemicarbazones
Año:2000
Volumen:328
Número:4
Página de inicio:481
Página de fin:488
DOI: http://dx.doi.org/10.1016/S0008-6215(00)00127-0
Título revista:Carbohydrate Research
Título revista abreviado:Carbohydr. Res.
ISSN:00086215
CODEN:CRBRA
CAS:Antitubercular Agents; Carbon Isotopes; Heterocyclic Compounds; Protons; Thiosemicarbazones
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v328_n4_p481_MartinsAlho

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Citas:

---------- APA ----------
Martins Alho, M.A. & D'Accorso, N.B. (2000) . Behavior of free sugar thiosemicarbazones toward heterocyclization reactions. Carbohydrate Research, 328(4), 481-488.
http://dx.doi.org/10.1016/S0008-6215(00)00127-0
---------- CHICAGO ----------
Martins Alho, M.A., D'Accorso, N.B. "Behavior of free sugar thiosemicarbazones toward heterocyclization reactions" . Carbohydrate Research 328, no. 4 (2000) : 481-488.
http://dx.doi.org/10.1016/S0008-6215(00)00127-0
---------- MLA ----------
Martins Alho, M.A., D'Accorso, N.B. "Behavior of free sugar thiosemicarbazones toward heterocyclization reactions" . Carbohydrate Research, vol. 328, no. 4, 2000, pp. 481-488.
http://dx.doi.org/10.1016/S0008-6215(00)00127-0
---------- VANCOUVER ----------
Martins Alho, M.A., D'Accorso, N.B. Behavior of free sugar thiosemicarbazones toward heterocyclization reactions. Carbohydr. Res. 2000;328(4):481-488.
http://dx.doi.org/10.1016/S0008-6215(00)00127-0