Royal Society of Chemistry, Organic and Biomolecular Chemistry, 9(13), p. 2703-2715, 2015
DOI: 10.1039/c4ob02193b
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We describe the preparation of conformationally locked cyclohexane nucleic acids designed as hybrids between locked nucleic acids (LNA) and cyclohexene nucleic acids (CeNA), which both excel in hybridization with complementary RNAs. We have accomplished the synthesis of these adenine derivatives starting from simple ketoester and installed all four chiral centres by means of total synthesis. The acquired monomers were incorporated into nonamer oligonucleotides.