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Abstract:

Benzoylation of d-glucono-1,4-lactone and d-glucono-1,5-lactone afforded the corresponding tetra-O-benzoyl derivatives. They showed the optical rotation and i.r. spectral absorption characteristic for 1,4 or 1,5-lactones, respectively. Opening of the lactone ring was effected by treatment with alcohols to give tetra-O-benzoyl-d-gluconates having an unesterified hydroxyl group at C-4 or C-5, respectively. © 1970.

Registro:

Documento: Artículo
Título:Benzoyl derivatives of d-gluconolactones and their reaction with alcohols
Autor:de Lederkremer, R.M.; Fernández Cirelli, A.; Deferrari, J.O.
Filiación:Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Perú, 222 Buenos Aires, Argentina
Año:1970
Volumen:13
Número:1
Página de inicio:9
Página de fin:13
DOI: http://dx.doi.org/10.1016/S0008-6215(00)84889-2
Título revista:Carbohydrate Research
Título revista abreviado:Carbohydr. Res.
ISSN:00086215
CODEN:CRBRA
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v13_n1_p9_deLederkremer

Referencias:

  • Barker, Bourne, Pinkard, Whiffen, (1958) Chem. Ind., p. 658. , (London)
  • Drew, Goodyear, Haworth, CLXX.?The study of lactones derived from simple sugars (1927) Journal of the Chemical Society (Resumed), p. 1237
  • Goodyear, Haworth, CCCCXII.?The oxide-ring structure of normal and ?-derivatives of mannose. Preparation and oxidation of derivatives of ?-mannonolactone and ?-mannonolactone, with an addendum on the formulation of normal and ?-sugars as derivatives of pyran and furan and the suggestion of a new nomenclature (1927) Journal of the Chemical Society (Resumed), p. 3136
  • Upson, Bartz, (1931) J. Amer. Chem. Soc., 53, p. 4226
  • Shafizadeh, (1958) Advan. Carbohyd. Chem., 13, p. 9
  • Horton, Wander, (1969) Carbohyd. Res., 10, p. 279
  • Haworth, Hirst, Miller, CCCXXVI.?The structure of the normal and ?-forms of tetramethyl glucose. Oxidation of tetramethyl ?- and ?-gluconolactones (1927) Journal of the Chemical Society (Resumed), p. 2436
  • Isbell, Frush, Preparation and properties of aldonic acids and their lactones and basic calcium salts (1933) Bureau of Standards Journal of Research, 11, p. 649

Citas:

---------- APA ----------
de Lederkremer, R.M., Fernández Cirelli, A. & Deferrari, J.O. (1970) . Benzoyl derivatives of d-gluconolactones and their reaction with alcohols. Carbohydrate Research, 13(1), 9-13.
http://dx.doi.org/10.1016/S0008-6215(00)84889-2
---------- CHICAGO ----------
de Lederkremer, R.M., Fernández Cirelli, A., Deferrari, J.O. "Benzoyl derivatives of d-gluconolactones and their reaction with alcohols" . Carbohydrate Research 13, no. 1 (1970) : 9-13.
http://dx.doi.org/10.1016/S0008-6215(00)84889-2
---------- MLA ----------
de Lederkremer, R.M., Fernández Cirelli, A., Deferrari, J.O. "Benzoyl derivatives of d-gluconolactones and their reaction with alcohols" . Carbohydrate Research, vol. 13, no. 1, 1970, pp. 9-13.
http://dx.doi.org/10.1016/S0008-6215(00)84889-2
---------- VANCOUVER ----------
de Lederkremer, R.M., Fernández Cirelli, A., Deferrari, J.O. Benzoyl derivatives of d-gluconolactones and their reaction with alcohols. Carbohydr. Res. 1970;13(1):9-13.
http://dx.doi.org/10.1016/S0008-6215(00)84889-2