The synthesis of a thymine containing E-olefinic peptide nucleic acid (OPA) monomer

Authors
Roberts, CD Schutz, R Leumann, CJ
Citation
Cd. Roberts et al., The synthesis of a thymine containing E-olefinic peptide nucleic acid (OPA) monomer, SYNLETT, (6), 1999, pp. 819-821
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
6
Year of publication
1999
Pages
819 - 821
Database
ISI
SICI code
0936-5214(199906):6<819:TSOATC>2.0.ZU;2-N
Abstract
A monomeric unit of a conformationally constrained PNA analog, E-olefinic p eptide nucleic acid (E-OPA) containing the base thymine was synthesized in 14 steps. The key step involved a palladium (0) catalyzed cross-coupling re action utilizing a Reformatsky reagent as nucleophile. A protecting group r egime that is compatible with solid-phase PNA and DNA chemistries was chose n.