Hydrophobic effect driven esterification of sucrose in aqueous medium

Journal of Carbohydrate Chemistry

Volumn 16, Issue 4-5, 1997, Pages 691-696

  Thévenet, Sophie ^a   Descotes, Gérard ^a   Bouchu, Alain ^a   Queneau, Yves ^a  

^a Beghin Say UMR 143   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0041109299     PISSN: 07328303     EISSN: None     Source Type: Journal    
DOI: 10.1080/07328309708007347     Document Type: Article

References (13)

1. Presented at the XVIII International Carbohydrate Symposium, Milan, Italy, July 21-26, 1996.
2. R. Khan, Pure Appl. Chem., 56, 883 (1984).
3. Sugar Research Foundation U.S. Patent 2 893.990, 1955; Dai-Ichi Kogyo Japanese Patent 760 14886, 1969; European Patent 0 369 339A2, 1989.
4. If little or no information on regioselectiviy is usually given, it appears that generally, ester group migration gives rise to an increase in the amount of primary esters without connection to the actual relative reactivity of various hydroxyl groups For a review on sucrose chemistry, see: C. E. James, L. Hough and R. Khan in Progress in the Chemistry of Organic Natural Products, Vol. 55, 118 (1989).
5. S. Bottle, and I. D. Jenkins, J. Chem. Soc., Chem. Commun., 385 (1984); S. Abouhilale, J. Greiner, and J. G. Riess, Carbohydr. Res., 212, 55 (1991).
6. S. Bottle, and I. D. Jenkins, J. Chem. Soc., Chem. Commun., 385 (1984); S. Abouhilale, J. Greiner, and J. G. Riess, Carbohydr. Res., 212, 55 (1991).
7. C. Chauvin, K. Baczko and D. Plusquellec, J. Org. Chem., 58, 2291 (1993).
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9. S. Riva, J. Chopineau, A. P. G. Kieboom and A. M. Klibanov, J. Am. Chem. Soc. 110, 584 (1988); for a review on selective lipase catalyzed esterifications of carbohydrates, see: A. T. J. W. De Goede, M. Woudenberg-Van Oosterom and F. Van Rantwijk, Carbohydrates in Europe, 10, 18 (1994).
10. S. Riva, J. Chopineau, A. P. G. Kieboom and A. M. Klibanov, J. Am. Chem. Soc. 110, 584 (1988); for a review on selective lipase catalyzed esterifications of carbohydrates, see: A. T. J. W. De Goede, M. Woudenberg-Van Oosterom and F. Van Rantwijk, Carbohydrates in Europe, 10, 18 (1994).
11. F. W. Lichtenthaler, S. Immel and P. Pokinskyj, Liebigs Ann., 1939 (1995) and references therein.
12. S. Houdier and S. Perez, J. Carbohydr. Chem., 14, 1117 (1995); For reviews on theoretical approach to sucrose conformation and reactivity, see: S. Perez in Sucrose: Properties and Applications; M. Mathlouthi and P. Reiser, Eds.;
13. S. Houdier and S. Perez, J. Carbohydr. Chem., 14, 1117 (1995); For reviews on theoretical approach to sucrose conformation and reactivity, see: S. Perez in Sucrose: Properties and Applications; M. Mathlouthi and P. Reiser, Eds.;