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Abstract:

Branched-chain conjugated dienepyranosides including vinyl phosphate esters were subjected to catalytic hydrogenation under different conditions. Heterogeneous catalysts led to isomerization products that were resistant to further hydrogenation. On the other hand, under homogeneous conditions, complete stereoselective hydrogenation was achieved. Methyl 2,4-dideoxy-3-O-diethoxyphosphoryl-4-C-[(methoxycarbonyl)methyl]-α-D-ribo- hexopyranoside (6b), a potential precursor of thromboxane analogs, was obtained.

Registro:

Documento: Artículo
Título:Catalytic hydrogenation of phosphate enol esters present in branched chain dienepyranosides in a route to thromboxane analogs from d-galactose
Autor:Moradei, O.; Du Mortier, C.M.; Cirelli, A.F.; Thiem, J.
Filiación:Fac. de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pab. II, 1428 Buenos Aires, Argentina
Institut für Organische Chemie, Universität Hamburg, Martin-Luther-King-Platz 6, D-20146 Hamburg, Germany
Año:1999
Volumen:18
Número:1
Página de inicio:15
Página de fin:29
DOI: http://dx.doi.org/10.1080/07328309908543975
Título revista:Journal of Carbohydrate Chemistry
Título revista abreviado:J. Carbohydr. Chem.
ISSN:07328303
CODEN:JCACD
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07328303_v18_n1_p15_Moradei

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Citas:

---------- APA ----------
Moradei, O., Du Mortier, C.M., Cirelli, A.F. & Thiem, J. (1999) . Catalytic hydrogenation of phosphate enol esters present in branched chain dienepyranosides in a route to thromboxane analogs from d-galactose. Journal of Carbohydrate Chemistry, 18(1), 15-29.
http://dx.doi.org/10.1080/07328309908543975
---------- CHICAGO ----------
Moradei, O., Du Mortier, C.M., Cirelli, A.F., Thiem, J. "Catalytic hydrogenation of phosphate enol esters present in branched chain dienepyranosides in a route to thromboxane analogs from d-galactose" . Journal of Carbohydrate Chemistry 18, no. 1 (1999) : 15-29.
http://dx.doi.org/10.1080/07328309908543975
---------- MLA ----------
Moradei, O., Du Mortier, C.M., Cirelli, A.F., Thiem, J. "Catalytic hydrogenation of phosphate enol esters present in branched chain dienepyranosides in a route to thromboxane analogs from d-galactose" . Journal of Carbohydrate Chemistry, vol. 18, no. 1, 1999, pp. 15-29.
http://dx.doi.org/10.1080/07328309908543975
---------- VANCOUVER ----------
Moradei, O., Du Mortier, C.M., Cirelli, A.F., Thiem, J. Catalytic hydrogenation of phosphate enol esters present in branched chain dienepyranosides in a route to thromboxane analogs from d-galactose. J. Carbohydr. Chem. 1999;18(1):15-29.
http://dx.doi.org/10.1080/07328309908543975