Multiple Routes for the Synthesis of N-Acyl Sulfonamide-Bridged Nucleosides

David C. Johnson II; Theodore S. Widlanski

doi:10.1055/s-2002-25757

SPECIALTOPIC

Multiple Routes for the Synthesis of N-Acyl Sulfonamide-Bridged Nucleosides

David C. Johnson II, Theodore S. Widlanski*
Department of Chemistry, Indiana University, Bloomington IN 47405, USA
Fax: +1(812)8558300; e-Mail: twidlans@indiana.edu;

Abstract

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Abstract

Methods are described for the synthesis of uridine nucleoside derivatives containing an α-3′′-methylenesulfonamide functionality. Several monomers possessing this functionality in both ribo- and deoxyribo-forms are detailed. Use of these monomers to construct the first N-acylsulfonamide-bridged dinucleoside is also described.

Key words

sulfonamide - sulfonimide - nucleosides - sulfonamide dianion - protecting groups

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