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OLIGONUCLEOTIDES I. PROGRESS IN THE SYNTHESIS, BUILDING BLOCKS, AND HYDROLYTIC PROPERTIES

Triarylmethyl Substituted 4,5-Dicyanoimidazoles as Activators for Rp-Diastereoselective Synthesis of TpN Dinucleoside Methylphosphonates

Peter Schell Johann Wolfgang Goethe-Universität, Institut für Organische Chemie, Marie-Curie-Str. 11, D-60439, Frankfurt/Main, Germany

Wolfgang H. G. Laux Johann Wolfgang Goethe-Universität, Institut für Organische Chemie, Marie-Curie-Str. 11, D-60439, Frankfurt/Main, Germany

Joachim W. Engels Johann Wolfgang Goethe-Universität, Institut für Organische Chemie, Marie-Curie-Str. 11, D-60439, Frankfurt/Main, Germany

Abstract

2-Triarylmethyl-4,5-dicyanoimidazoles 1–3 were synthesized and tested as activators in the methylphosphonamidite approach. TpN dinucleoside methylphosphonates generated showed diastereoselectivity of up to 8 / 1 (Rp / Sp). The influence of the different triarylmethyl substituents on diastereoselectivity is shown.

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Triarylmethyl Substituted 4,5-Dicyanoimidazoles as Activators for Rp-Diastereoselective Synthesis of TpN Dinucleoside Methylphosphonates

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Triarylmethyl Substituted 4,5-Dicyanoimidazoles as Activators for Rp-Diastereoselective Synthesis of TpN Dinucleoside Methylphosphonates

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