Synthesis of Different 3,5‐Diazidofuranoses: A New and General Synthesis Pathway

Abstract

Diamino‐ and diazidofuranoses represent useful precursors, for example, for the synthesis of substituted nucleosides and metal complexes, respectively. Known procedures for their synthesis lack the availability of cheap starting materials, adequate yields, and the access to all possible diastereomeres. Therefore, 3,5‐diazido‐3,5‐dideoxy‐ and ‐2,3,5‐trideoxyfuranoses both with ribo‐ and xylo‐configuration were prepared using different approaches.

Keywords:

• Furanoses
• Diazides
• Nucleophilic substitution

Acknowledgement

Financial support by the Deutsche Forschungsgemeinschaft (Collaborative Research Centre 436, Jena, Germany), the Fonds der Chemischen Industrie (Germany), and the Thueringer Ministerium für Wissenschaft, Forschung und Kultur (Erfurt, Germany) is gratefully acknowledged.