Hydration reactions of phosphorylated 1,3-enynes1

Article abstract of DOI:10.1080/10426509908044971

Hydration of the 3-alkene-1-ynephosphonic dimethyl esters 3 in the presence of a mixture of mercuric sulfate and sulfuric acid as a catalyst takes place with addition of water to the triple bond and hydrolysis of the phosphonate group with formation of the 2-oxo-3-alkenephosphonic acids 4. Ketalation of the 3-alkene-1-ynephosphonic dimethyl esters 3 with methanol using as a catalyst a mixture of yellow mercuric oxide, trichloroacetic acid and boron trifluoride etherate and subsequent hydrolysis of the prepared phosphorylated ketals B leads to the 2-oxo-3-alkenephosphonic dimethyl esters 5. Treatment of 3 with water in the presence of concentrated hydrochloric acid yields the 3-alkene-1-ynephosphonic acids 6.

Full text of DOI:10.1080/10426509908044971

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Phosphorus, Sulfur, and Silicon
and the Related Elements
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HYDRATION REACTIONS OF
PHOSPHORYLATED 1,3-ENYNES
Valerij Ch. Christov a , Veneta M. Aladinova b & Boris
Prodanov a
a Department of Chemistry , University of Shoumen ,
BG-9700, Shoumen, Bulgaria
b Department of Biology & Chemistry , Pedagogical
Institute , BG-7500, Silistra, Bulgaria
Published online: 04 Oct 2006.
To cite this article: Valerij Ch. Christov , Veneta M. Aladinova & Boris Prodanov (1999)
HYDRATION REACTIONS OF PHOSPHORYLATED 1,3-ENYNES, Phosphorus, Sulfur, and
Silicon and the Related Elements, 155:1, 67-79, DOI: 10.1080/10426509908044971
To link to this article: http://dx.doi.org/10.1080/10426509908044971
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