141196-27-2Relevant academic research and scientific papers
Highly Stereoselective C-Glycosylation by Photocatalytic Decarboxylative Alkynylation on Anomeric Position: A Facile Access to Alkynyl C-Glycosides
Lu, KaiLin,Ma, Yingying,Liu, Shihui,Guo, Shixun,Zhang, Yongqiang
supporting information, p. 681 - 686 (2022/01/22)
The highly stereoselective synthesis of diverse medicinally valuable alkynyl C-glycosides under mild and green reaction conditions remains a great challenge. Herein, we wish to report a visible-light induced photocatalytic decarboxylative alkynylation app
Direct C-glycosylation of organotrifluoroborates with glycosyl fluorides and its application to the total synthesis of (+)-varitriol
Zeng, Jing,Vedachalam, Seenuvasan,Xiang, Shaohua,Liu, Xue-Wei
supporting information; experimental part, p. 42 - 45 (2011/03/22)
A mild, stereoselective, and quick approach to accessing alkynyl and alkenyl C-glycosides via BF3?Et2O promoted coupling of organotrifluoroborates and glycosyl fluorides is reported. The application of this method was further demonstrated by the concise and efficient total synthesis of (+)-varitriol in only seven steps.
Direct C-glycosylation by indium-mediated alkynylation on sugar anomeric position
Lubin-Germain, Nadge,Baltaze, Jean-Pierre,Coste, Alexis,Hallonet, Agns,Laurano, Hugo,Legrave, Grgory,Uziel, Jacques,Aug, Jacques
supporting information; experimental part, p. 725 - 728 (2009/04/07)
Indium-mediated alkynylation reaction was studied for the direct preparation of C-glycosides. Easily available starting sugar derivatives with an acetyl group at the anomeric position were tested as electrophiles toward alkynylindium reagents under Barbier conditions. Good yields and stereoselectivities were observed during the reaction. The alkynylation was applied to the synthesis of an α-(1-6)-C-disaccharide analogue of isomaltoside.
SYNTHESIS OF C-GLUCOPYRANOSIDES ON THE BASIS OF THE REACTION OF ORGANOALUMINUM COMPOUNDS WITH A 2,3,4,6-TETRA-O-BENZYL-α-D-GLUCOPYRANOSIDE
Tolstikov, G. A.,Prokhorova, N. A.,Spivak, A. Yu.,Khalilov, L. M.,Sultanmuratova, V. R.
, p. 1858 - 1863 (2007/10/02)
The reaction of 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl bromide with organoaluminum compounds containing various radicals leads to C-glucopyranosides in ca. 40-80 percent yields.High stereoselectivity of the reaction (α:β = 90:10) is observed when trial
