| Abstract
| - Dinucleoside polyphosphates are ubiquitous compounds tightly involved in the regulation of anumber of key biological processes. Hydrolysis-resistant analogues of Ap3A and Gp3G, two importantmembers of that family of nucleotides, have been synthesized. P1,P2:P2,P3-Bis-methylene diadenosineand diguanosine triphosphates were prepared from O,O-dialkyl methaneselenophosphonates usingan original methodology. Whereas the 2-fold addition of the methanephosphonate anion to theactivated phosphorus species cannot be performed, multiple condensation of lithiated methaneselenophosphonate with electrophilic trivalent phosphorus compounds is revealed to be very effective.A one-pot condensation/esterification/oxidation sequence involving O,O-dialkyl methaneselenophosphonates provides a highly efficient route to the PCH2PCH2P backbone. This new developmentin selenophosphonate chemistry offers a great potential for further regioselective functionalizationof polyphosphate mimics.
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