154233-17-7Relevant academic research and scientific papers
A new entry to β-hydroxyphosphonates: The SmI2-mediated reaction of diethyl iodomethylphosphonate with carbonyl compounds
Orsini, Fulvia,Caselli, Alessandro
, p. 7255 - 7257 (2002)
In the presence of samarium iodide α-halophosphonates react with aliphatic carbonyl compounds (aldehydes and ketones) to afford β-hydroxyphosphonates in fairly good yields under neutral and mild conditions. Lower yields are obtained with aromatic carbonyl compounds.
A New Horner-Wadsworth-Emmons type coupling reaction between nonstabilized β-hydroxy phosphonates and aldehydes or ketones
Reichwein, John F.,Pagenkopf, Brian L.
, p. 1821 - 1824 (2007/10/03)
Treatment of nonstabilized β-hydroxy phosphonic acid mono methyl esters with diisopropyl carbodiimide at ambient temperature leads to clean stereospecific elimination. The phosphonic acid mono alkyl esters are accessible by the selective partial saponification of dimethyl or diethyl alkyl phosphonates with NaOH or MgBr2. Isolated yields over both hydrolysis and elimination steps average 55-75%.
