1417910-35-0Relevant articles and documents
Control of phosphoryl migratory transesterifications allows regioselecive access to sugar phosphates
Patel, Mitul K.,Davis, Benjamin G.
supporting information, p. 346 - 349 (2013/03/14)
Phosphate esters in polyhydroxylated systems are normally blighted by uncontrolled migration under a variety of reaction conditions. Cesium fluoride is demonstrated as a reagent to control migration of primary phosphates during transesterifications. This allows easy exchange of phosphoryl protecting groups enabling enhanced synthetic strategic flexibility and regioselective phosphate installation. Mechanistic analysis suggests that a fluoride-induced extended solvent sphere modulates steric bulk at phosphorus to favor the primary position.
