64694-29-7Relevant academic research and scientific papers
Glycosyl iodides are highly efficient donors under neutral conditions
Hadd, Michael J.,Gervay, Jacquelyn
, p. 61 - 69 (2007/10/03)
Glycosyl iodides have been prepared and subjected to glycosylation under neutral conditions. The reactions are highly efficient, giving α glycosides even with sterically demanding glycosyl acceptors. Glucosyl iodides react with allyl alcohol slowest and require refluxing conditions. Galactosyl iodides are intermediate in reactivity, providing the allyl glycoside in 3 h at room temperature, whereas glycosylation of fucosyl iodides occurs in less than 1 h under similar conditions. The scope and limitations of the reactions were demonstrated with a variety of acceptors, including an anomeric hydroxyl group, to give trehalose analogs. β-Selective glycosylation of glucosyl iodides, in the absence of C-2 participation, could be achieved by simply changing the solvent from benzene to acetonitrile. Copyright (C) 1999 Elsevier Science Ltd.
Stereoselective synthesis of α-O-fucosylated serine, threonine, tyrosine and saccharides
Mereyala, Hari Babu,Gurrala, Srinivas Reddy,Gadikota, Rajendrakumar Reddy
, p. 3179 - 3182 (2007/10/03)
Stereoselectiye fucosylation of Boc-Ser/Thr/Tyr-OMe 2-4 and several saccharide alcohols 5-7 by coupling with 2-pyridyl tri-O-benzyl-1-thio-β-L-fucosyl donor 1b under iodomethane activation procedure results in the formation of α-linked fucosylated amino a
An extremely mild and general method for the stereocontrolled construction of 1,2-cis-glycosidic linkages via S-glycopyranosyl phosphorodiamidimidothioates
Hashimoto, Shun-Ichi,Honda, Takeshi,Ikegami, Shiro
, p. 4769 - 4772 (2007/10/02)
A highly stereocontrolled construction of 1,2-cis-glycosidic linkages under extremely mild reaction conditions has been developed by using S-glycopyranosyl N,N,N′,N′-tetramethyl-N-phenylphosphorodiamidimidothioates with a non-participating O-2-benzyl grou
A MILD GENERAL METHOD FOR THE SYNTHESIS OF α-LINKED DISACCHARIDES
Reddy, G. Venugopal,Kulkarni, Vinayak R.,Mereyala, Hari Babu
, p. 4283 - 4286 (2007/10/02)
Stereoselective α-glycosylations may be achieved using stable 2-pyridyl thioglycosides (anomeric mixture) having a non-participating 2-substituent as glycosyl donor and methyl iodide as an activator.
