Stereocontrolled synthesis of α-glucosides by intramolecular glycosidation
作者： Mikael Bols
DOI: 10.1039/C39920000913
关键词: Medicinal chemistry 、 Bridge (interpersonal) 、 Chemistry 、 Alcohol 、 Intramolecular force 、 Phenol 、 Organic chemistry
摘要: α-Glucosides are prepared by connecting phenylthio 3,4,6-tri-O-acetyl-α-D-glucopyranoside and an alcohol or a phenol with dimethylsilylene bridge followed iodonium ion catalysed intramolecular glycosidation.
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sci-hub.se 参考文章(11)
Frank Barresi, Ole Hindsgaul, Synthesis of .beta.-mannopyranosides by intramolecular aglycon delivery Journal of the American Chemical Society. ,vol. 113, pp. 9376- 9377 ,(1991) , 10.1021/JA00024A057
Hans Paulsen, Fortschritte bei der selektiven chemischen Synthese komplexer Oligosaccharide Angewandte Chemie. ,vol. 94, pp. 184- 201 ,(2006) , 10.1002/ANGE.19820940304
Peter F�gedi, Per J Garegg, Hans L�nn, Thomas Norberg, Thioglycosides as glycosylating agents in oligosaccharide synthesis Glycoconjugate Journal. ,vol. 4, pp. 97- 108 ,(1987) , 10.1007/BF01049447
T. H. Chan, Q.-J. Peng, D. Wang, J. A. Guo, Chiral silyl acetals as convenient reagents for determining enantiomeric purity of alcohols Journal of The Chemical Society, Chemical Communications. pp. 325- 326 ,(1987) , 10.1039/C39870000325
Wun Chen Lin, Thomas Hellman Morton, Two-step affinity chromatography. Model systems and an example using biotin-avidin binding and a fluoridolyzable linker Journal of Organic Chemistry. ,vol. 56, pp. 6850- 6856 ,(1991) , 10.1021/JO00024A029
E. Buncel, Alwyn G. Davies, 308. Peroxides of elements other than carbon. Part I. The preparation and reactions of peroxysilanes Journal of the Chemical Society (Resumed). pp. 1550- 1556 ,(1958) , 10.1039/JR9580001550
Richard R. Schmidt, Neue Methoden zur Glycosid‐ und Oligosaccharidsynthese – gibt es Alternativen zur Koenigs‐Knorr‐Methode? Angewandte Chemie. ,vol. 98, pp. 213- 236 ,(1986) , 10.1002/ANGE.19860980305
Vinzenz Prey, Nikolai Kubadinow, Silylverbindungen cyclischer Polyalkohole European Journal of Organic Chemistry. ,vol. 701, pp. 40- 52 ,(1967) , 10.1002/JLAC.19677010106
Dietmar Brandes, Armand Blaschette, Neue Chlorsilyl- und Alkoxysilyl-alkyl-peroxide Monatshefte Fur Chemie. ,vol. 106, pp. 1299- 1306 ,(1975) , 10.1007/BF00913603
W. H. Knoth, R. V. Lindsey, 1-Oxa-2-Silacycloalkanes and their Conversion to Bis-(hydroxyalkyl)-disiloxanes Journal of the American Chemical Society. ,vol. 80, pp. 4106- 4108 ,(1958) , 10.1021/JA01548A074