946512-99-8Relevant academic research and scientific papers
Stereoselective diversity-oriented syntheses of functionalized saccharides from bicyclic carbohydrate 1,2-lactones
Yin, Jian,Linker, Torsten
experimental part, p. 2447 - 2461 (2011/04/26)
Bicyclic carbohydrate 1,2-lactones have been synthesized in only two steps and high yields by saponification and subsequent cyclization from known malonate addition products to glycals. The gluco-configured lactone serves as an important precursor for div
Convenient synthesis of bicyclic carbohydrate 1,2-lactones and their stereoselective opening to 1-functionalized glucose derivatives
Yin, Jian,Linker, Torsten
supporting information; experimental part, p. 49 - 52 (2009/06/28)
The convenient synthesis of lactone compounds and their stereoselective transformations by reactions with nucleophiles was reported. The method is applicable for unsaturated hexoses, pentoses, and disaccharide's, and is characterized by high yields and stereoselectivities. The release of carbon dioxide and methanol provides the driving force of the reaction, which favors the lactonization entropically. A convenient and general entry to bicycle carbohydrate 1,2-lactones in only three steps from glycals was developed. The opening of the gluco-configured lactone was demonstrated with various nucleophiles, which enabled the introduction of hetero and carbon substituents at the anomeric position.
Simple synthesis of 2-C-branched glyco-acetic acids
Yin, Jian,Spindler, Juergen,Linker, Torsten
, p. 2712 - 2713 (2008/02/10)
Only three steps are required for the selective synthesis of 2-C-branched glyco-acetic acids from glycals by radical addition and decarboxylation. The Royal Society of Chemistry.
Convenient syntheses and transformations of 2-C-malonyl carbohydrates
Yin, Jian,Sommermann, Thomas,Linker, Torsten
, p. 10152 - 10167 (2008/09/18)
2-C-malonyl carbohydrates were synthesized in only few steps and high yields by radical additions of malonates to glycals. For the first time, the undesired formation of nitrates was completely suppressed with anhydrous cerium ammonium nitrate (CAN) as ox
