Synthesis in water of amphiphilic sucrose hydroxyalkyl ethers

Authors
Gagnaire, J Toraman, G Descotes, G Bouchu, A Queneau, Y
Citation
J. Gagnaire et al., Synthesis in water of amphiphilic sucrose hydroxyalkyl ethers, TETRAHEDR L, 40(14), 1999, pp. 2757-2760
Citations number
27
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
14
Year of publication
1999
Pages
2757 - 2760
Database
ISI
SICI code
0040-4039(19990402)40:14<2757:SIWOAS>2.0.ZU;2-E
Abstract
We describe the preparation of amphiphilic hydroxyalkylsucrose ethers from unprotected sucrose in water and we show that among the monosubstituted pro ducts, the 2- and 1'- regioisomers account for 60% of the mixture. The high reactivity of these positions is thus confirmed in water as it is in dipol ar aprotic solvents. A careful analysis also show evidence of the formation of oligomerisation products as by-products. (C) 1999 Elsevier Science Ltd. All rights reserved.