Synthesis and uses of nucleic acid compounds with conformationally restricted monomers

Processes for synthesis of conformationally restricted nucleomonomers (CRN) by ozonolysis or oxidation of a 2′-vinyl substituted nucleoside precursor with protected 3′-hydroxyl, 4′-hydroxymethyl and 5′-hydroxyl positions. The CRN nucleomonomers can be used to prepare nucleic acid compounds. CRN nucleomonomers for nucleic acid compounds can be prepared in high yields and in multi-gram scale. The nucleic acid compounds can be of various regulatory classes such as antisense RNA for therapeutic modalities useful for treating or preventing diseases or disorders by up- or down-regulating the expression of genes and other nucleic acid based regulatory systems in a cell.