caa a22 4500 475759664 CHVBK 20180406123547.0 cr unu---uuuuu 170329e20000701xx s 000 0 eng 10.1007/BF02495780 doi (NATIONALLICENCE)springer-10.1007/BF02495780 A novel approach to functionalization of allyl aglycon. Effective synthesis of selectively protected 2-aminoethyl lactoside, a common building block for the synthesis of carbohydrate chains of glycolipids [Elektronische Daten] [L. Kononov, P. Cheshev, N. Nifant'ev] A novel approach to the functionalization of aglycon in allyl glycosides is described. The method comprises ozonolysis of the double bond in the allyl group, leading to the corresponding aldehyde, and subsequent transformation of the latter into the corresponding oxime, which is finally reduced to give the amine. The efficiency of this synthetic sequence (yield ∼90%) is exemplified by the transformation of two allyl lactoside derivatives into selectively protected 2-aminoethyl lactosides. The latter are convenient common building blocks for the synthesis of carbohydrate chains of glycolipids that have a lactose unit at the reducing end. Kluwer Academic/Plenum Publishers, 2000 allyl glycoside nationallicence ozonolysis nationallicence oximation nationallicence reduction nationallicence aglycon nationallicence pre-spacer nationallicence aminoethyl glycosides nationallicence glycolipids nationallicence Kononov L. N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky prosp., 47, 117913, Moscow aut Cheshev P. N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky prosp., 47, 117913, Moscow aut Nifant'ev N. N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky prosp., 47, 117913, Moscow aut Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/7(2000-07-01), 1305-1309 1066-5285 49:7<1305 2000 49 11172 https://doi.org/10.1007/BF02495780 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF02495780 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Kononov L. N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky prosp., 47, 117913, Moscow aut NATIONALLICENCE 700 1- Cheshev P. N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky prosp., 47, 117913, Moscow aut NATIONALLICENCE 700 1- Nifant'ev N. N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky prosp., 47, 117913, Moscow aut NATIONALLICENCE 773 0- Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/7(2000-07-01), 1305-1309 1066-5285 49:7<1305 2000 49 11172 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer