Tetrahedron p. 12691 - 12698 (1997)
Update date:2022-08-02
Topics:
Kers, Annika
Stawinski, Jacek
Dembkowski, Leszek
Kraszewski, Adam
The reactions of H-phosphonate diesters with trityl and benzyl halides were investigated using 31P NMR spectroscopy. It was found that extensive oxidation, which usually accompanies the formation of trityl- or p-nitrobenzylphosphonates from the corresponding alkyl bromides in the Michaelis-Becker reaction, can be considerably suppressed or completely eliminated by reacting p-nitrobenzyl or trityl bromides with diphenyl H-phosphonate in acetonitrile in the presence of DBU.
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