Journal
ARKIVOC
Volume -, Issue -, Pages 1-49Publisher
ARKAT USA INC
DOI: 10.24820/ark.5550190.p010.183
Keywords
Pyrophosphate analogues; modified nucleotides; bisphosphonates; multicomponent reactions; phosphonate carbanions
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Funding
- National Academy of Sciences of Ukraine
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This article provides an overview of the efforts toward the synthesis of nucleoside polyphosphate mimics featuring a P-CXY-P scaffold. The following synthetic approaches to these compounds are summarized: (i) nucleophilic displacement of 5'-O-tosyl nucleoside by the ammonium salts of methylenebisphosphonic acid; (ii) synthesis via activated phosphate/phosphonate substrates; (iii) Mitsunobu coupling between a nucleoside and methylenebisphosphonic acid; (iv) phosphorylation of a protected nucleoside under Yoshikawa's reaction conditions with methylenebis(phosphonic dichloride); (v) synthesis via nucleophilic cleavage of cyclic trimetaphosph(on) ates; (vi) enzyme-mediated reactions.
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