Synthesis of fluorinated amphiphiles by the reaction of protected hydroxy carbaldehyde with perfluorinated organomagnesium compounds
作者： Jaroslav Kvı́cala , Jean-Christophe Mouyrin , Oldrich Paleta
DOI: 10.1016/S0022-1139(01)00544-9
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摘要: Abstract Fluorinated amphiphilic compounds with enhanced chemical stability were synthesized by the reaction of 5-(2,2,5-trimethyl-1,3-dioxane)carbaldehyde (1) perfluoroalkylmagnesium bromides (2), followed deprotection. The key aldehyde 1 was prepared Swern oxidation 5-(2,2,5-trimethyl-1,3-dioxane)methanol (3).
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sci-hub.se 参考文章(14)
V. W. Gash, Dienoalkyl ethers. General synthesis of the symmetrical ethers Journal of Organic Chemistry. ,vol. 37, pp. 2197- 2201 ,(1972) , 10.1021/JO00978A029
Jean G. Riess, Marie Pierre Krafft, Fluorinated materials for in vivo oxygen transport (blood substitutes), diagnosis and drug delivery Biomaterials. ,vol. 19, pp. 1529- 1539 ,(1998) , 10.1016/S0142-9612(98)00071-4
M.P Krafft, J.G Riess, Highly fluorinated amphiphiles and colloidal systems, and their applications in the biomedical field. A contribution Biochimie. ,vol. 80, pp. 489- 514 ,(1998) , 10.1016/S0300-9084(00)80016-4
Michael Kalbe, Helmut Keul, Hartwig Höcker, Synthesis and polymerization of 2-cyano-2-methyltrimethylene carbonate Macromolecular Chemistry and Physics. ,vol. 196, pp. 3305- 3321 ,(1995) , 10.1002/MACP.1995.021961019
Sandrine Lavaire, Richard Plantier-Royon, Charles Portella, Stereoselectivity of the nucleophilic F-alkylation of carbonylated carbohydrates Tetrahedron-asymmetry. ,vol. 9, pp. 213- 226 ,(1998) , 10.1016/S0957-4166(97)00620-4
Vladimír Církva, Bruno Améduri, Bernard Boutevin, Oldřich Paleta, None, Highly selective synthesis of [(perfluoroalkyl) methyl] oxiranes (by the addition of iodoperfluoroalkanes to allyl acetate) Journal of Fluorine Chemistry. ,vol. 83, pp. 151- 158 ,(1997) , 10.1016/S0022-1139(97)00018-3
K.C. Lowe, Perfluorinated blood substitutes and artificial oxygen carriers. Blood Reviews. ,vol. 13, pp. 171- 184 ,(1999) , 10.1054/BLRE.1999.0113
Jean G. Riess*, Jacques Greiner*, Carbohydrate- and related polyol-derived fluorosurfactants: an update. Carbohydrate Research. ,vol. 327, pp. 147- 168 ,(2000) , 10.1016/S0008-6215(00)00012-4
Vladimı́r Cı́rkva, Manuel Gaboyard, Oldřich Paleta, Fluorinated epoxides 5. Highly selective synthesis of diepoxides from a,o-diiodoperfluoroalkanes. Regioselectivity of nucleophilic epoxide-ring opening and new amphiphilic compounds and monomers $ Journal of Fluorine Chemistry. ,vol. 102, pp. 349- 361 ,(2000) , 10.1016/S0022-1139(99)00301-2
H.A. van Doren, Carbohydrates as organic raw materials II Carbohydrate Research. ,vol. 261, ,(1994) , 10.1016/0008-6215(94)84030-X