Abstract
A new strategy to prepare pyrophosphate analogues through selective and quantitative cleavage of N-(O-alkylsulfamoyl)trialkylphospha-λ 5-azene esters (R-O-SO2-NP(OR′)3) has been developed. Using pure bromotrimethylsilane, N-(O-alkyl-sulfamoyl) tristrimethylsilylphospha-λ5-azenes (R-O-SO 2-NP(OSiMe3)3) have been easily obtained as intermediates. N-(O-Alkyl-sulfamoyl)phosphoramidic acids (R-O-SO 2-NH-P(O)(OH)2) have been formed quantitatively by hydrolysis of the silylated intermediates.
Original language | English (US) |
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Pages (from-to) | 2187-2190 |
Number of pages | 4 |
Journal | Tetrahedron |
Volume | 60 |
Issue number | 10 |
DOIs | |
State | Published - Mar 1 2004 |
Externally published | Yes |
Bibliographical note
Funding Information:Financial support of this work by La Ligue contre le Cancer (Comité de l'Aude et du Gard) (L. B PhD fellowship) is gratefully acknowledged.
Keywords
- Alkylsulfamates
- Phosphorylation
- Pyrophosphate analogues