87304-97-0Relevant academic research and scientific papers
Nucleophilic substitution at the anomeric position of 1,2-O-isopropylidenefuranose derivatives. A novel stereoselective synthesis of cyclic phosphates analogous to cAMP
Romero, Miriam,Hernandez, Luis,Quintero, Leticia,Sartillo-Piscil, Fernando
, p. 2883 - 2890 (2008/03/27)
1,2-O-Isopropylidenefuranose derivatives were treated with various nucleophiles in the presence of either BF3·OEt2 or trimethylsilyl trifluoromethanesulfonate (TMSOTf) leading to substitution products in a regio- and stereoselective
Synthesis and conformational studies of phosphate esters of 1,2-O-isopropylidene-α-D-ribo- and xylo- pentofuranoses
Neeser, Jean-Richard,Tronchet, Jean M. J.,Charollais, Etienne J.
, p. 1387 - 1396 (2007/10/02)
The synthesis and properties, particularly 1H, 31P, and 13C nmr, of new phosphate esters of 1,2-O-isopropylidene-α-D-ribo- and xylo-furanoses are described.For the cyclic phosphates the configuration at the asymmetric phosphorus atom is determined and for all derivatives the preferred conformation of the furanose and dioxaphosphorinane rings and the conformation around the phosphoester bonds are presented.The dependency of 3JPOCC coupling constants on factors other than dihedral angles is reported and discussed.
