The Synthesis of a Thymine Containing E-Olefinic Peptide Nucleic Acid (OPA) Monomer

Abstract
A monomeric unit of a conformationally constrained PNA analog, E-olefinic peptide nucleic acid (E-OPA) containing the base thymine was synthesized in 14 steps. The key step involved a palladium (0) catalyzed cross-coupling reaction utilizing a Reformatsky reagent as nucleophile. A protecting group regime that is compatible with solid-phase PNA and DNA chemistries was chosen.

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