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Communication | Special issue | Vol 66, No. 1, 2005, pp.153-160
Published online, 15th November, 2005
DOI: 10.3987/COM-05-S(K)65
Sc(OTf)3-catalyzed C-Glycosylation of β-Diketones. A Facile Access to Useful Precursors of Heteroaromatic C-Glycosides

Takahito Yamauchi, Masayuki Shigeta, Takashi Matsumoto,* and Keisuke Suzuki*

*Department of Chemistry, Faculty of Science, Tokyo Instituteof Technology, 2-12-1, Ookayama, Meguro-ku, Tokyo 152-8551, Japan

Abstract

Scandium tris(triflate) efficiently catalyzes C-glycosylation of β-diketones with glycosyl acetate. Elaboration of the β-diketo moiety in the resulting C-glycosides to heterocycles provides a flexible route to the C-nucleoside analogs.