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Synthesis 2011(23): 3871-3877  
DOI: 10.1055/s-0031-1289598
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

d-Gluco-hept-2-ulose and Novel Deoxyfluoro Derivatives as Seven-Carbon Analogues of F-Deoxy-d-glucose (FDG)

Yevgeniy Leshch, Daniel Waschke, Julian Thimm, Joachim Thiem*
University of Hamburg, Faculty of Science, Department of Chemistry, Martin-Luther-King-Platz 6, 20146 Hamburg, Germany
Fax: +49(40)428384325; e-Mail: thiem@chemie.uni-hamburg.de;
Further Information

Publication History

Received 24 August 2011
Publication Date:
09 November 2011 (online)

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Abstract

Ketoheptoses, seven-carbon sugars, were recognized to display pharmacological properties that are potentially suitable for in vivo diagnostic of diabetes and cancers using ¹9F-MRI. The present paper describes efficient syntheses towards ketoheptoses and exemplary a series of regioisomeric fluoro derivatives of d-gluco-hept-2-ulose.

Key words

ketoheptose - fluoro d-glucoheptulose - Petasis reagent - Selectfluor - C1 chain elongation

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