A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium

The title compound was synthesized in four steps from D-glucono-1,5-lactone, Reduction of 2,4,6-tri-O-benzoyl-3-deoxy-D-arabino-hexono-l,5-lactone (1) with disiamylborane afforded 2,4,6-tri-O-benzoyl-3-deoxy-D-arabino-hexopyranose (2) which, on debenzoylation, gave 3-deoxy-D-arabino-hexose (3).Tauto...

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Autor principal: du Mortier, C.
Otros Autores: de Lederkremer, R.M
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 1984
Acceso en línea:Registro en Scopus
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Registro en la Biblioteca Digital
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100 1 |a du Mortier, C. 
245 1 2 |a A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium 
260 |c 1984 
506 |2 openaire  |e Política editorial 
504 |a De Lederkremer, R.M., Sala, L.F., (1975) Carbohydr. Res., 40 (385) 
504 |a Sala, L.F., Ferndndez Cirelli, A., de Lederkremer, R.M., (1980) Carbohydr. Res., 78 (61) 
504 |a Varela, O.J., Ferndndez Cirelli, A., de Lederkremer, R.M., (1979) Carbohydr. Res., 70 (27) 
504 |a Varela, O.J., Ferndndez Cirelli, A., de Lederkremer, R.M., (1980) Carbohydr. Res., 5 (130) 
504 |a Sznaidman, M., Fernandez Cirelli, A., De Lederkremer, R.M., (1982) Anales Asoc. Quim. Argentina, 2 (341), p. 11 
504 |a Varela, O.J., Ferndndez Cirelli, A., de Lederkremer, R.M., (1982) Carbohydr. Res., 100 (424) 
504 |a De Lederkremer, R.M., Litter, M.I., Sala, L.F., (1974) Carbohydr. Res., 36 (185) 
504 |a Kohn, P., Samaritano, R.H., Lerner, L.M., (1965) J. Am. Chem. Soc., 87 (5475) 
504 |a Angyal, S.J., Pickles, V.A., (1972) Aust. J. Chern., 2 (1711) 
504 |a Pfeffer, P.E., Parrish, F.W., Unruh, J., (1980) Carbohydr. Res., 84 (13) 
504 |a Mokrasch, L.C., (1954) J. Biol. Chem., 208 (55) 
504 |a Fernsndez Cirelli, A., Sznaidman, M., Varela, O.J., De Lederkremer, R.M., (1983) Tetrahedron, 2 (313) 
504 |a Murray, D.H., Prokop, J., (1965) J. Pharm. Sci., 54 (1637) 
504 |a Rembarz, G., (1960) Chem. Ber., 93 (622) 
504 |a Horton, D., Walaszek, Z., (1982) Carbohydr. Res., 105 (145) 
504 |a Wilbur, D.J., Williams, C., Allerhand, A., (1977) J. Am. Chem. Soc., 99 (5450) 
520 3 |a The title compound was synthesized in four steps from D-glucono-1,5-lactone, Reduction of 2,4,6-tri-O-benzoyl-3-deoxy-D-arabino-hexono-l,5-lactone (1) with disiamylborane afforded 2,4,6-tri-O-benzoyl-3-deoxy-D-arabino-hexopyranose (2) which, on debenzoylation, gave 3-deoxy-D-arabino-hexose (3).Tautomeric equilibrium of 3 was studied by lH and 13C NMR spectroscopy. © 1984, Taylor & Francis Group, LLC. All rights reserved.  |l eng 
593 |a Departamento de Quimica Orgánica, Facultad de Ciencias Exactas Y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, 1428, Buenos Aires, Argentina 
700 1 |a de Lederkremer, R.M. 
773 0 |d 1984  |g v. 3  |h pp. 219-228  |k n. 2  |p J. Carbohydr. Chem.  |x 07328303  |w (AR-BaUEN)CENRE-573  |t Journal of Carbohydrate Chemistry 
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