Zj. Lesnikowski et al., BASE-CATALYZED TRANSESTERIFICATION METHOD FOR INTERNUCLEOTIDE LINKAGEFORMATION, New journal of chemistry, 18(11), 1994, pp. 1197-1204
A new method for oligonucleotide synthesis via organic base catalyzed
transesterification, using readily available stable monomer derivative
s of tetracoordinated phosphorus was developed. The method can be pote
ntially adapted to large-scale synthesis of short oligonucleotide anal
ogues in solution and is best suited for the synthesis of methylphosph
onate oligonucleotide analogues. The strong organic bases such as 1,8-
diazabicyclo[5.4.0]undec-7-ene (DBU) promote the coupling reaction, se
rving as base activators of the hydroxyl function of nucleoside compon
ent or as nucleophilic agents activating the nucleotide monomer.