949489-13-8Relevant academic research and scientific papers
Neighboring-group participation by C-2 ether functions in glycosylations directed by nitrile solvents
Chao, Chin-Sheng,Lin, Ching-Yu,Mulani, Shaheen,Hung, Wei-Cheng,Mong, Kwok-Kong Tony
, p. 12193 - 12202 (2011/12/01)
Ether-protecting functions at C-2 hydroxy groups have been found to play participating roles in glycosylations when the reactions are conducted in nitrile solvent mixtures. The participation mechanism is based on intramolecular interaction between the lone electron pair of the oxygen atom of the C-2 ether function and the nitrile molecule when they are positioned in a cis configuration. A 1,2-cis glycosyl oxazolinium intermediate is formed. This participation, in conjunction with the anomeric effect of the glycosyl donor, confers high 1,2-trans selectivities on glycosylations. Further application of this concept has led to efficient preparations of α-(1→5)-arabinan oligomers.
Chemoselective deacylation of functionalized esters catalyzed by dioxomolybdenum dichloride
Liu, Cheng-Yuan,Chen, Hui-Ling,Ko, Chih-Min,Chen, Chien-Tien
experimental part, p. 872 - 876 (2011/03/19)
Among five different oxidometallic species and two Lewis acids investigated, MoO2Cl2 shows the best catalytic and chemoselective activity for the deacylation of esters in methanol at ambient or elevated temperature. Both high efficiency and chemoselectivity were achieved for substrates bearing different ether or ester groups. Acylated mono and disaccharides can also be selectively deacetylated in good yields, leading to useful carbohydrate templates for further synthetic manipulations.
Multi-component one-pot synthesis of the tumor-associated carbohydrate antigen globo-H based on preactivation of thioglycosyl donors
Wang, Zhen,Zhou, Luyuan,El-Boubbou, Kheireddine,Ye, Xin-Shan,Huang, Xuefei
, p. 6409 - 6420 (2008/02/10)
(Chemical Equation Presented) Two efficient routes for the rapid assembly of the tumor-associated carbohydrate antigen Globo-H hexasaccharide 2 by a preactivation based iterative one-pot strategy are reported. The first method involves the sequential coup
