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Synthesis 2006(5): 793-798  
DOI: 10.1055/s-2006-926319
PAPER
© Georg Thieme Verlag Stuttgart · New York

Efficient and β-Stereoselective Synthesis of Pyrazole C-Nucleosides

Shinya Harusawa, Chiharu Matsuda, Lisa Araki, Takushi Kurihara*
Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan
Fax: +81(726)901086; e-Mail: kurihara@gly.oups.ac.jp;
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Publikationsverlauf

Received 5 September 2005
Publikationsdatum:
07. Februar 2006 (online)

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Abstract

3(5)-(β-d-Ribofuranosyl)pyrazole 1 and 3(5)-(2-deoxy-β-d-ribofuranosyl)pyrazole (2) were stereoselectively synthesized by cyclization of 1,2-diazafulvene intermediates obtained from 2,3,5-tri-O-benzyl-d-ribose (5) and 3,5-di-O-benzyl-2-deoxy-d-ribose (10), respectively.

Key words

pyrazole - C-nucleoside - β-anomer - stereoselective synthesis - diazafulvene

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