The preparation of dimethyl α-hydroxyphosphonates and the chemical shift non-equivalence of their diastereotopic methyl ester groups

…, RO Yusuf, RW Matthews

Index: Hudson, Harry R.; Yusuf, Ramon O.; Matthews, Ray W. Phosphorus, Sulfur and Silicon and the Related Elements, 2008 , vol. 183, # 7 p. 1527 - 1540

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Citation Number: 34

Abstract

Dimethyl α-hydroxyalkyl-, α-hydroxybenzyl-, α-hydroxyfurfuryl-, and α-hydroxy-α- thienylmethyl-phosphonates have been prepared in good yield by the alumina-catalyzed reaction of dimethyl phosphite with the corresponding alkanals, aryl aldehydes (or aryl methyl ketones), furfuraldehyde, and 2-or 3-thiophenecarboxaldehyde, respectively, thus confirming the general utility of this synthetic procedure. The 1H and 13C nmr spectra of ...