摘要: The development of glycobiology relies on the sources particular oligosaccharides in their purest forms. As isolation oligosaccharide structures from natural is not a reliable option for providing samples with homogeneity, chemical means become pertinent. growing demand diverse has prompted advancement strategies to stitch sugar molecules precise stereo- and regioselectivity through formation glycosidic bonds. This Review will focus key developments towards O-glycosylations current century. Synthesis novel glycosyl donors acceptors unique activation successful glycosylation are discussed. concludes summary recent comments future prospects.
cyberleninka.org
sci-hub.se 参考文章(437)
Michael Fortin, Justin Kaplan, Khoa Pham, Sharon Kirk, Rodrigo B. Andrade, gem-Dimethyl 4-pentenyl glycosides: novel glycosylating agents and anomeric protecting groups. Organic Letters. ,vol. 11, pp. 3594- 3597 ,(2009) , 10.1021/OL901313Z
Takuya Kanemitsu, Chi-Huey Wong, Osamu Kanie, Solid-phase synthesis of oligosaccharides and on-resin quantitative monitoring using gated decoupling 13C NMR Journal of the American Chemical Society. ,vol. 124, pp. 3591- 3599 ,(2002) , 10.1021/JA0167396
Sophon Kaeothip, Alexei V. Demchenko, On orthogonal and selective activation of glycosyl thioimidates and thioglycosides: application to oligosaccharide assembly. Journal of Organic Chemistry. ,vol. 76, pp. 7388- 7398 ,(2011) , 10.1021/JO201117S
Pallavi Tiwari, Geetanjali Agnihotri, Anup Kumar Misra, Synthesis of 2,3-unsaturated C-glycosides by HClO4-SiO2 catalyzed Ferrier rearrangement of glycals. Carbohydrate Research. ,vol. 340, pp. 749- 752 ,(2005) , 10.1016/J.CARRES.2004.12.022
Wilhelm Koenigs, Eduard Knorr, Ueber einige Derivate des Traubenzuckers und der Galactose Berichte der deutschen chemischen Gesellschaft. ,vol. 34, pp. 957- 981 ,(1901) , 10.1002/CBER.190103401162
Jhillu. S. Yadav, Basi. V. Subba Reddy, J. Shyam Sunder Reddy, Dy(OTf)3-immobilized in ionic liquids: a novel and recyclable reaction media for the synthesis of 2,3-unsaturated glycopyranosides Journal of The Chemical Society-perkin Transactions 1. pp. 2390- 2394 ,(2002) , 10.1039/B206957C
Mickael Mogemark, Mikael Elofsson, Jan Kihlberg, Solid-Phase Synthesis of α-Gal Epitopes: On-Resin Analysis of Solid-Phase Oligosaccharide Synthesis with 19F NMR Spectroscopy Journal of Organic Chemistry. ,vol. 68, pp. 7281- 7288 ,(2003) , 10.1021/JO034581X
Hyunjin M. Kim, In Jong Kim, Samuel J. Danishefsky, Total syntheses of tumor-related antigens N3: probing the feasibility limits of the glycal assembly method. Journal of the American Chemical Society. ,vol. 123, pp. 35- 48 ,(2001) , 10.1021/JA0022730
Valeria Di Bussolo, Maria Rosaria Romano, Mauro Pineschi, Paolo Crotti, Stereoselective synthesis of 4-(N-mesylamino)-2,3-unsaturated- alpha-O-glycosides via a new glycal-derived vinyl alpha-N-(mesyl)-aziridine. Organic Letters. ,vol. 7, pp. 1299- 1302 ,(2005) , 10.1021/OL050053R
R. J. Ferrier, W. G. Overend, A. E. Ryan, 712. The reaction between 3,4,6-tri-O-acetyl-D-glucal and p-nitrophenol Journal of the Chemical Society (Resumed). pp. 3667- 3670 ,(1962) , 10.1039/JR9620003667