158954-92-8Relevant articles and documents
Determination of Absolute Configuration of α-Hydroxyphosphonates by 31P NMR Spectroscopy of Corresponding Mosher Esters
Hammerschmidt, Friedrich,Li, Yong-Fu
, p. 10253 - 10264 (1994)
(R)-MTPA esters of α-hydroxyphosphonates 1a-h of known absolute configuration were prepared and their 31P NMR spectra were recorded.The chemical shifts of the 31P signals of the derivatized (S)-alcohols are consistently downfield relative to the signals of the corresponding (R)-alcohols.A variety of racemic and diastereomeric α-hydroxyphosphonates 1i-o and their (R)-MTPA esters were prepared.The 31P chemical shift differences are large enough to securely assign absolute configurations to α-hydroxyphosphonates.
Enzymes in organic chemistry - 5: First and chemo-enzymatic synthesis of α-aminooxyphosphonic acids of high enantiomeric excess
Drescher, Martina,Hammerschmidt, Friedrich
, p. 4627 - 4636 (2007/10/03)
α-Acyloxyphosphonates (±)-5a and (±)-5b, derived from 3-phenylpropionaldehyde and acetaldehyde, were resolved by lipase-catalyzed enantioselective hydrolysis. Three of the four chiral, non-racemic α-hydroxyphosphonates obtained had 99% ee, the fourth 91%.