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Synthesis 2009(13): 2278-2282  
DOI: 10.1055/s-0029-1216865
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Iron(III) Chloride in Ethanol-Water: Highly Efficient Catalytic System for the Synthesis of Garcia Gonzalez Polyhydroxyalkyl- and C-Glycosylfurans

Lingaiah Nagarapu*, Mahankhali Venu Chary, Apuri Satyender, B. Supriya, Rajashaker Bantu
Organic Chemistry Division-II, Indian Institute of Chemical Technology, Hyderabad 500007, India
Fax: +91(40)27193382; e-Mail: nagarapu@iict.res.in;
Further Information

Publication History

Received 13 November 2008
Publication Date:
08 June 2009 (online)

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Abstract

An efficient method has been developed for the synthesis of Garcia Gonzalez polyhydroxyalkyl- and C-glycosylfurans in excellent yields from unprotected sugar aldoses with β-keto esters by Knoevenagel condensation in the presence of anhydrous iron(III) chloride.

Key words

d-glucose - β-keto esters - Knoevenagel reaction - furans - carbohydrates

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