@article{PavasheElamparuthiHettrichetal.2016, author = {Pavashe, Prashant and Elamparuthi, Elangovan and Hettrich, Cornelia and Moeller, Heiko M. and Linker, Torsten}, title = {Synthesis of 2-Thiocarbohydrates and Their Binding to Concanavalin A}, series = {The journal of organic chemistry}, volume = {81}, journal = {The journal of organic chemistry}, publisher = {American Chemical Society}, address = {Washington}, issn = {0022-3263}, doi = {10.1021/acs.joc.6b00987}, pages = {8595 -- 8603}, year = {2016}, abstract = {A convenient and general synthesis of 2-thiocarbohydrates via cerium ammonium nitrate oxidation of the thiocyanate ion is described. Radical addition to glycals proceeds with excellent regio- and good stereoselectivities in only one step, deprotection affords water-soluble 2-thio saccharides. Binding studies to Con A have been performed by isothermal titration calorimetry (ITC) and saturation transfer difference (STD) NMR spectroscopy. The 2-thiomannose derivative binds even stronger to Con A than the natural substrate, offering opportunities for new lectin or enzyme inhibitors.}, language = {en} } @article{ElamparuthiLinkerKellingetal.2009, author = {Elamparuthi, Elangovan and Linker, Torsten and Kelling, Alexandra and Schilde, Uwe}, title = {Crystal structure of methyl 3,4-di-O-benzyl-2-deoxy-2-C-nitromethyl-alpha-D-arabinopyranoside, C21H25NO6}, issn = {1433-7266}, doi = {10.1524/ncrs.2009.0027}, year = {2009}, language = {en} } @phdthesis{ElamparuthiLinkerKellingetal.2009, author = {Elamparuthi, Elangovan and Linker, Torsten and Kelling, Alexandra and Schilde, Uwe}, title = {Crystal structure of methyl 3,4,6-tri-O-benzyl-2-deoxy-2-C-nitromethyl-beta-D-galactopyranoside, C29H33NO7}, issn = {1433-7266}, doi = {10.1524/ncrs.2009.0054}, year = {2009}, language = {en} } @article{ElamparuthiLinker2009, author = {Elamparuthi, Elangovan and Linker, Torsten}, title = {Carbohydrate-2-deoxy-2-phosphonates : simple synthesis and Horner-Emmons reaction}, issn = {1433-7851}, doi = {10.1002/anie.200804725}, year = {2009}, abstract = {Phosphorus meets carbohydrates: Dimethyl phosphite reacts with ceric(IV) ammonium nitrate (CAN) to give phosphonyl radicals that add to glycals 1. The derivatives 2 were isolated in high yields and during a subsequent Horner-Emmons reaction underwent an interesting elimination to give 3,6-dihydro-2H-pyrans 3. The short sequence with simple precursors is applicable to the transformation of hexoses, pentoses, and disaccharides. Bn=benzyl.}, language = {en} }