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Paper | Regular issue | Vol 81, No. 8, 2010, pp.1891-1902
Published online, 25th June, 2010
DOI: 10.3987/COM-10-11988
A New Synthetic Strategy for 2-Deoxy-D-ribose via Palladium(II)-Catalyzed Cyclization of Aldehyde

Masahiro Miyazawa,* Ken-ichiro Awasaguchi, Ikuyo Uoya, Hajime Yokoyama, and Yoshiro Hirai*

*Department of Chemistry, Graduate School of Science and Engineering, Toyama University, Gofuku 3190, Toyama 930-8555, Japan

Abstract

We achieved a total synthesis of 2-deoxy-D-ribose through intramolecular Pd(II)-catalyzed cyclization of aldehyde via an unstable hemiacetal intermediate as a key step.