Direct Assembly of Nucleoside Precursors from Two??and Three??Carbon Units

C Anastasi, MA Crowe, MW Powner…

Index: Anastasi, Carole; Crowe, Michael A.; Powner, Matthew W.; Sutherland, John D. Angewandte Chemie - International Edition, 2006 , vol. 45, # 37 p. 6176 - 6179

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Citation Number: 39

Abstract

Scheme 2. Conversion of aminooxazolines into cytidine nucleosides. Reaction of 1 with cyanoacetylene, followed by irradiation, gives β-D-cytidine 8. Reaction of 9 (the 3'- phosphate of 3) with cyanoacetylene gives the activated ribonucleotide 10 by intramolecular nucleophilic substitution of the intermediate 11. These conversions establish 1 and 3 as being more advanced RNA precursors than free ribose. Cyt= cytosine.