Reactions of diazomethylphosphonate: The first synthesis of a formylphosphonate hydrate

Article abstract of DOI:10.1080/10426509608545185

Formylphosphonate hydrate has been synthesised by the oxidation of diazomethylphosphonate with dimethyldioxirane (DMD) and its reactions, including the formation of imines, oximes, and Wittig olefination products, have been investigated. Formylphosphonate also acts as an efficient, selective formylating agent of secondary amines. β-Ketophosphonic acids derived from a range of amino acids have been prepared by the tin (II) chloride-catalysed reaction of diazomethylphosphonate with amino aldehydes and in certain cases shown to be potent inhibitors of leucine aminopeptidase.

Full text of DOI:10.1080/10426509608545185

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Phosphorus, Sulfur, and Silicon and
the Related Elements
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Reactions of
Diazomethylphosphonate:
The First Synthesis of a
Formylphosphonate Hydrate
Robert Hamilton , M Anthony Mckervey , M Denise Rafferty
& Brian J Walker
a School of Chemistry, Queen's University, Belfast BT9 5AG,
Northern Ireland
b School of Chemistry, Queen's University, Belfast BT9 5AG,
Northern Ireland
c School of Chemistry, Queen's University, Belfast BT9 5AG,
Northern Ireland
d School of Chemistry, Queen's University, Belfast BT9 5AG,
Northern Ireland
Version of record first published: 06 Aug 2008.
To cite this article: Robert Hamilton , M Anthony Mckervey , M Denise Rafferty &
Brian J Walker (1996): Reactions of Diazomethylphosphonate: The First Synthesis of a
Formylphosphonate Hydrate, Phosphorus, Sulfur, and Silicon and the Related Elements,
109:1-4, 441-444
To link to this article: http://dx.doi.org/10.1080/10426509608545185
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