1124226-16-9Relevant academic research and scientific papers
Stereoselective diversity-oriented syntheses of functionalized saccharides from bicyclic carbohydrate 1,2-lactones
Yin, Jian,Linker, Torsten
, 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.
