163396-30-3Relevant academic research and scientific papers
Xylo-C-nucleosides with a pyrrolo[2,1-f][1,2,4]triazin-4-amine heterocyclic base: Synthesis and antiproliferative properties
Nie, Peng,Groaz, Elisabetta,Daelemans, Dirk,Herdewijn, Piet
, p. 1450 - 1453 (2019)
The synthesis of a xylo-C-nucleoside containing pyrrolo[2,1-f][1,2,4]triazin-4-amine as nucleobase along with that of its 1′-cyano analogue is described. Among different experimental conditions explored in order to optimize a key debenzylation step in the
Efficient and regioselective synthesis of γ-lactone glycosides through a novel debenzylative cyclization reaction
Delbrouck, Julien A.,Tikad, Abdellatif,Vincent, Stéphane P.
supporting information, p. 9845 - 9848 (2018/09/10)
An efficient and regioselective approach for the construction of synthetically important γ-lactone glycosides is reported from unprotected aldoses through a new debenzylative lactonization (DBL) reaction. The scope and limitations of this DBL reaction are described starting from a series of commercially available hexoses (l-fucose, d-galactose, d-glucose) and pentoses (d-arabinose, d-ribose, d-lyxose, d-xylose) to afford the corresponding γ-lactones in good yields and without concomitant δ-lactone formation.
Iodine monochloride (ICl) as a highly efficient, green oxidant for the oxidation of alcohols to corresponding carbonyl compounds
Wei, Peng,Zhang, Datong,Gao, Zhigang,Cai, Wenqing,Xu, Weiren,Tang, Lida,Zhao, Guilong
supporting information, p. 1457 - 1470 (2015/05/20)
Iodine monochloride (ICl) was discovered to be a highly efficient, green oxidant, which can oxidize aldose hemiacetals, diarylmethanols, arylalkylmethanols, anddialkylmethanols to the corresponding aldose lactones, diarylmethanones, arylalkylmethanones, and dialkylmethanones, respectively, in high yields. ICl as a green, metal-free oxidant is characterized by mild reaction condition, short reaction time, good yield, and broad scope.
Stereoselectivity in the Lewis acid mediated reduction of ketofuranoses
Van Rijssel, Erwin R.,Van Delft, Pieter,Van Marle, Daan V.,Bijvoets, Stefan M.,Lodder, Gerrit,Overkleeft, Herman S.,Van Der Marel, Gijsbert A.,Filippov, Dmitri V.,Codée, Jeroen D.C.
, p. 4553 - 4565 (2015/05/13)
The Lewis acid mediated reduction of ribose-, arabinose-, xylose-, and lyxose-derived methyl and phenyl ketofuranoses with triethylsilane as nucleophile was found to proceed with good to excellent stereoselectivity to provide the 1,2-cis addition products
Synthesis of and NMR studies on the four diastereomeric 1-deoxy-d-ketohexoses
Jones, Nigel A.,Jenkinson, Sarah F.,Soengas, Raquel,Fanefjord, Mette,Wormald, Mark R.,Dwek, Raymond A.,Kiran, Gullapalli P.,Devendar, Rao,Takata, Goro,Morimoto, Kenji,Izumori, Ken,Fleet, George W.J.
, p. 774 - 786 (2008/02/01)
The four 1-deoxy-d-ketohexoses-1-deoxy-d-psicose, 1-deoxy-d-fructose, 1-deoxy-d-sorbose and 1-deoxy-d-tagatose-were synthesised by methyl lithium addition to suitably protected and readily available pentonolactones. The 1-deoxy-l-ketohexoses are available
Synthesis of C-glycofuranosides by the stereoselective reduction of hemiacetals
Calzada, Eguzkine,Clarke, Catherine A.,Roussin-Bouchard, Christine,Wightman, Richard H.
, p. 517 - 518 (2007/10/02)
Reaction of protected glycofuranolactones with organolithium reagents and reduction of the resultant hemiacetals with triethylsilane-boron trifluoride gives a stereocontrolled route to C-glycofuranosides, with hydride delivery occurring cis-to an adjacent
