Nucleosides. Part LXIII. Acetals as new 2′??O??protecting functions for the synthesis of oligoribonucleotides: Synthesis of uridine building blocks and evaluation of their …

…, HP Fitznar, R Schnell, W Pfleiderer

Index: Matysiak, Stefan; Fitznar, Hans-Peter; Schnell, Ralf; Pfleiderer, Wolfgang Helvetica Chimica Acta, 1998 , vol. 81, # 8 p. 1545 - 1566

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Abstract

Abstract A broad variety of new acyclic vinyl ethers (see 6–41) have been synthesized via the vinyl-interchange reaction of ethyl vinyl ether at room temperature using mercury (II) trifluoroacetate as a highly efficient catalyst. The appropriate vinyl ethers were reacted under acidic conditions with 3′, 5′-O-silyl-protected uridine 42 to the corresponding 2′-O-(1- alkoxyethyl) derivatives 43–83 which gave, on desilylation of F− ions, in high yields the ...